permanent-underclass-linux-x64 0.1.0-beta.16
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- package/README.md +14 -0
- package/bin/permanent-underclass +0 -0
- package/data/characters.jsonl +15 -0
- package/data/endings.jsonl +27 -0
- package/data/events/ai_researcher.jsonl +147 -0
- package/data/events/angel_investor.jsonl +145 -0
- package/data/events/chief_of_staff.jsonl +113 -0
- package/data/events/crypto_bro.jsonl +140 -0
- package/data/events/digital_nomad.jsonl +125 -0
- package/data/events/ex_faang_engineer.jsonl +129 -0
- package/data/events/hr_lady.jsonl +140 -0
- package/data/events/junior_dev.jsonl +116 -0
- package/data/events/marketing_manager.jsonl +164 -0
- package/data/events/plumber.jsonl +145 -0
- package/data/events/podcaster.jsonl +161 -0
- package/data/events/product_designer.jsonl +140 -0
- package/data/events/product_guy.jsonl +140 -0
- package/data/events/stealth_founder.jsonl +140 -0
- package/data/events/twitter_anon.jsonl +143 -0
- package/data/events/universal.jsonl +63 -0
- package/data/flags.jsonl +44 -0
- package/data/headlines.jsonl +112 -0
- package/data/sfx/cutilatk_ringtone_4_387502.mp3 +0 -0
- package/data/sfx/gamevideo_seamless_looping_tra_elevenlabs.mp3 +0 -0
- package/data/sfx/glitch_004.mp3 +0 -0
- package/data/sfx/lesiakower_8_bit_energetic_drums_chiptune_beat_384593.mp3 +0 -0
- package/data/sprites/semantics/choice_sprite_selection.jsonl +6453 -0
- package/data/sprites/semantics/event_sprite_selection.jsonl +2151 -0
- package/data/sprites/sprite_library.jsonl +2329 -0
- package/package.json +26 -0
- package/postinstall.cjs +12 -0
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{"id": "angel_investor_01_the_25k_check", "phase": "Early", "title": "The $25K Check", "body": "A founder slides into your DMs with a deck. 14 slides. 'AI-native' on every page. But something's different — she mentions she built the entire MVP with Claude last weekend. Alone. The demo on slide 9 isn't a mockup, it's the live product with paying users. TAM slide claims the market is 'all humans.' You've written this check before. The last time it returned 0.3x. The time before that, 47x. You open your checkbook like a slot machine, not yet understanding that the slot machine is being redesigned while you're pulling the lever.", "choices": [{"title": "Write the check, trust your gut", "body": "$25K deployed. You call it 'deploying capital' because 'gambling' has fewer syllables but worse vibes.", "delta": {"money": -25000, "sanity": -8, "audience": 8, "ai_skill": 0, "friends": 0}, "min_money": 25000, "effects": [{"op": "set_flag", "flag": "invested_in_ai"}]}, {"title": "Pass and protect your runway", "body": "You type 'love the vision but passing for now' and feel nothing. This is growth.", "delta": {"money": 0, "sanity": 6, "audience": -4, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Ask for advisor equity instead", "body": "No cash, just vibes and a 0.25% advisory stake. The founder's smile tightens.", "delta": {"money": 0, "sanity": -2, "audience": 4, "ai_skill": 0, "friends": -5}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_03_demo_day_circuit", "phase": "Early", "title": "Demo Day Season", "body": "Three demo days this week. Twelve startups each. Thirty-six pitches. Every founder is 24, has perfect teeth, and says 'we're building the Stripe for X.' The coffee is free. The FOMO is not. Pitch #27 is a solo founder — she built everything with AI in a weekend, no co-founder, no team, revenue already. Nobody remembers her by the end. She doesn't need them to. You clap for each one and try to remember which ones you actually liked.", "choices": [{"title": "Commit to two deals on the spot", "body": "You write two checks before the espresso wears off. Pattern matching or pattern guessing.", "delta": {"money": -50000, "sanity": -6, "audience": 6, "ai_skill": 0, "friends": 4}, "min_money": 50000, "effects": [{"op": "set_flag", "flag": "invested_in_ai"}]}, {"title": "Take cards, follow up next week", "body": "Due diligence. The boring, correct approach that misses every hot deal.", "delta": {"money": 0, "sanity": 6, "audience": -1, "ai_skill": 0, "friends": 6}, "min_money": null, "effects": [{"op": "set_flag", "flag": "made_industry_contact"}]}, {"title": "Skip the pitches, work the room", "body": "The deals aren't on stage. They're at the bar afterward.", "delta": {"money": -150, "sanity": 0, "audience": 4, "ai_skill": 0, "friends": 6}, "min_money": 150}], "allow_freeform": true}
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{"id": "angel_investor_07_networking_dinner", "phase": "Early", "title": "The $400 Dinner", "body": "A VC partner invites you to a 'small dinner.' Twelve people. Prix fixe. The wine is natural and the conversation is about AGI timelines. Someone mentions a fund in Singapore running fully autonomous deal selection — no human GPs at all — and nobody at the table reacts because it's Singapore and it's small. Someone else mentions their fund size and the table recalibrates who matters. Your check size is the smallest in the room and everyone can feel it.", "choices": [{"title": "Play the room, drop your best deal", "body": "You mention your best portfolio company like it's casual. It is not casual.", "delta": {"money": -400, "sanity": -4, "audience": 7, "ai_skill": 0, "friends": 7}, "min_money": 400, "effects": [{"op": "set_flag", "flag": "made_industry_contact"}]}, {"title": "Listen more than you talk", "body": "Information asymmetry is the only edge you have. Collect intel.", "delta": {"money": -400, "sanity": 4, "audience": 0, "ai_skill": 7, "friends": 1}, "min_money": 400}, {"title": "Skip it, save the money", "body": "$400 for dinner is a bet with worse odds than your portfolio.", "delta": {"money": 0, "sanity": 6, "audience": -5, "ai_skill": 0, "friends": -7}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_08_founder_doesnt_need_money", "phase": "Early", "title": "\"We Don't Need Funding\"", "body": "A founder you've been courting for weeks finally responds: 'Thanks but we built the MVP with Claude in a weekend. Don't need outside capital.' They're two people with laptops and they just shipped what your last portfolio company spent $2M building. You stare at the message for a long time.", "choices": [{"title": "Offer value beyond capital", "body": "'I can open doors.' The doors are getting smaller and the founders are building their own.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 0, "friends": 6}, "min_money": null}, {"title": "Wish them well, mean it", "body": "You send a genuine congrats. It costs nothing and hurts a little.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 0, "friends": 1}, "min_money": null}, {"title": "Panic about your relevance quietly", "body": "If they don't need money, what exactly are you for? You close the laptop.", "delta": {"money": 0, "sanity": -11, "audience": -4, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_10_i_was_early", "phase": "Early", "title": "\"I Was Early on That\"", "body": "A company you passed on just raised a $50M Series B. They got there with two people and Claude — no engineering team, no office, no burn rate. Your friend asks: 'Didn't you look at that?' You did. You passed because 'the team is too small.' The team was the right size for a world you hadn't noticed arriving. You rehearse the 'I was early on that' line in the mirror.", "choices": [{"title": "Own the miss publicly", "body": "You post about it. 'I passed on X and here's why.' Radical transparency or masochism, hard to tell.", "delta": {"money": 0, "sanity": -10, "audience": 8, "ai_skill": 0, "friends": -1}, "min_money": null}, {"title": "Learn from it, adjust your thesis", "body": "Revisit your investment criteria. Maybe you're wrong about something fundamental.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 8, "friends": 0}, "min_money": null}, {"title": "Pretend you were never in the room", "body": "Memory is editable. You were never offered the deal. The deal never existed.", "delta": {"money": 0, "sanity": -9, "audience": -1, "ai_skill": 0, "friends": -6}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_13_pattern_matching", "phase": "Early", "title": "Pattern Matching Delusion", "body": "You're on a call with a founder and you get the feeling. The pattern match. She reminds you of the Stripe founders, circa 2012. Same cadence. Same intensity. Same dismissal of your advice. Halfway through she casually mentions her entire engineering team is Claude — she says it like it's boring, like everyone does this now. You felt the pattern-match feeling twice before. Once it was right. Once you lost $25K on a juice delivery app. You're not sure which pattern you're matching anymore.", "choices": [{"title": "Trust the pattern, write the check", "body": "Intuition is just data you can't articulate. Or it's ego. Hard to tell at this sample size.", "delta": {"money": -25000, "sanity": -6, "audience": 1, "ai_skill": 0, "friends": 6}, "min_money": 25000, "effects": [{"op": "set_flag", "flag": "invested_in_ai"}]}, {"title": "Do real diligence this time", "body": "Check references. Talk to customers. Be boring. Be right.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 6, "friends": 0}, "min_money": null}, {"title": "Sleep on it for a week", "body": "The best deals survive a week of doubt. The worst ones need urgency.", "delta": {"money": 0, "sanity": 6, "audience": -4, "ai_skill": 1, "friends": 0}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_15_the_lucky_exit", "phase": "Early", "title": "The Lucky One", "body": "A portfolio company gets acqui-hired by Microsoft. Your $25K investment returns $75K after three years. A 3x. You act like you called it. The founder acts like they planned it. Nobody planned anything. The acqui-hire happened because Microsoft wanted the engineer — specifically, her ability to wrangle AI systems that kept hallucinating in production. The skill that matters isn't building anymore. It's supervising the things that build. You pocket the $75K and pretend the lesson isn't there.", "choices": [{"title": "Cash out, reinvest the profits", "body": "Take the $75K and write three more $25K checks. The cycle continues.", "delta": {"money": 75000, "sanity": 7, "audience": 1, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Post about it like a victory lap", "body": "'My thesis on AI infrastructure plays is validated.' You invested because the founder was your roommate.", "delta": {"money": 75000, "sanity": -6, "audience": 8, "ai_skill": 0, "friends": -4}, "min_money": null}, {"title": "Save it, stop the bleed", "body": "Put it in an index fund. Accept that your investing career peaked.", "delta": {"money": 75000, "sanity": 6, "audience": -6, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_16_competing_with_a16z", "phase": "Early", "title": "Outgunned by a16z", "body": "You find a startup you love. Perfect team, real traction, AI-native from day one. You email the founder. She responds: 'Thanks so much! We actually just closed with Andreessen.' A16z led with $15M. Your $25K check is a rounding error on their legal fees. You are a goldfish swimming in a whale's ocean.", "choices": [{"title": "Offer to fill the angel allocation", "body": "Sometimes the big funds leave crumbs. You eat crumbs now.", "delta": {"money": -10000, "sanity": -6, "audience": 4, "ai_skill": 0, "friends": 1}, "min_money": 10000}, {"title": "Focus on deals VCs won't touch", "body": "Go earlier. Go weirder. Find the founders who scare institutional money.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 8, "friends": 0}, "min_money": null}, {"title": "Congratulate her, network the VC", "body": "If you can't beat them, befriend them. The a16z partner might need deal flow someday.", "delta": {"money": 0, "sanity": 2, "audience": 6, "ai_skill": 0, "friends": 8}, "min_money": null, "effects": [{"op": "set_flag", "flag": "made_industry_contact"}]}], "allow_freeform": true}
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{"id": "angel_investor_17_burn_rate_existential", "phase": "Early", "title": "Your Personal Burn Rate", "body": "You do the math you've been avoiding. $200K in savings. No income. Monthly burn: rent, health insurance, the dinners, the conferences, the checks you keep writing. At this rate you have 14 months before you're just a guy with opinions and no money. Meanwhile a founder you passed on last month built a profitable company in a weekend with $200 in API credits. Your 14-month runway is her 14-second deploy cycle. The runway math you do for founders? You are the founder now. Except founders are building faster and cheaper than ever, and you are not.", "choices": [{"title": "Cut lifestyle, extend the runway", "body": "Cancel the club membership. Cook at home. Stop writing checks for a quarter.", "delta": {"money": 2000, "sanity": 8, "audience": -5, "ai_skill": 0, "friends": -6}, "min_money": null}, {"title": "Double down, deploy faster", "body": "The only way out is through. If one investment hits, the math resets.", "delta": {"money": -25000, "sanity": -12, "audience": 6, "ai_skill": 0, "friends": 0}, "min_money": 25000}, {"title": "Start looking for income", "body": "Maybe it's time to get a job. The word 'job' tastes like defeat.", "delta": {"money": 0, "sanity": -12, "audience": -5, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_18_twitter_thesis", "phase": "Early", "title": "The Investment Thesis Thread", "body": "You write a 12-tweet thread about your investment thesis. 'I invest in founders who are building the picks and shovels of the AI revolution.' The metaphor is from 1849. Your check size is from 2019. You get 340 likes and two DMs from founders. One is a crypto project. The other is actually interesting.", "choices": [{"title": "Lean into content, build the brand", "body": "More threads. More takes. Become the guy who tweets about investing instead of investing.", "delta": {"money": 0, "sanity": -6, "audience": 8, "ai_skill": 0, "friends": -1}, "min_money": null, "effects": [{"op": "set_flag", "flag": "built_following"}]}, {"title": "Follow up on the interesting DM", "body": "One real connection beats a thousand impressions.", "delta": {"money": 0, "sanity": 6, "audience": 1, "ai_skill": 0, "friends": 8}, "min_money": null, "effects": [{"op": "set_flag", "flag": "made_industry_contact"}]}, {"title": "Delete the thread, feels performative", "body": "You re-read it and cringe. Who are you performing for?", "delta": {"money": 0, "sanity": 8, "audience": -5, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_24_ai_tool_for_diligence", "phase": "Early", "title": "AI-Powered Due Diligence", "body": "Someone shows you a tool that does startup due diligence using AI. Feed it a deck, get a risk assessment, market analysis, and founder background check in 30 seconds. It costs $49/month. It just did what you spend a week doing. It's also the kind of company you'd invest in, which creates a loop you can't escape.", "choices": [{"title": "Subscribe and automate your process", "body": "If AI can do diligence, maybe AI should do diligence. You are now an AI-assisted angel.", "delta": {"money": -600, "sanity": 2, "audience": 0, "ai_skill": 8, "friends": 0}, "min_money": 600, "effects": [{"op": "set_flag", "flag": "embraced_ai"}]}, {"title": "Reject it, trust human judgment", "body": "Due diligence is about the pause in a founder's voice. AI doesn't hear pauses.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": -6, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "rejected_ai"}]}, {"title": "Invest in the tool itself", "body": "Meta-investing. You're betting on the thing that replaces you. This is either genius or self-destruction.", "delta": {"money": -25000, "sanity": -8, "audience": 7, "ai_skill": 6, "friends": 0}, "min_money": 25000, "effects": [{"op": "set_flag", "flag": "invested_in_ai"}]}], "allow_freeform": true}
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{"id": "angel_investor_28_old_money_new_money", "phase": "Early", "title": "The Old Guard Dinner", "body": "You're at dinner with angels who've been doing this since the 2000s. They talk about 'deal quality' declining and founders being 'entitled.' One of them literally says 'back in my day, founders were grateful for a $10K check.' After dessert, the quietest one at the table — the one who was early in Uber — mentions he's been using Claude to screen deals. 'Saves me twenty hours a week,' he says, like it's nothing. Nobody follows up. You realize you're the young one at this table and also that you agree with them about everything except the thing that actually matters.", "choices": [{"title": "Bridge the generational gap", "body": "Explain the new landscape. AI-native founders, smaller rounds, different game. They listen politely.", "delta": {"money": 0, "sanity": -4, "audience": 1, "ai_skill": 6, "friends": 5}, "min_money": null}, {"title": "Nod along, absorb the wisdom", "body": "They've survived three cycles. Maybe the pattern hasn't changed. Just the nouns.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": null, "effects": [{"op": "set_flag", "flag": "has_mentor"}]}, {"title": "Quietly realize you're becoming them", "body": "The 'back in my day' energy is creeping in. You wrote your first check four years ago.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 0, "friends": -1}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_30_the_got_lucky_once", "phase": "Early", "title": "The One That Hit", "body": "People keep asking about your 'track record.' Your track record is one investment that 47x'd because the founder's college roommate got hired at Google and acqui-hired the whole team. Everything since then has been trying to recreate a lightning strike using a kite and a prayer. A 22-year-old on Twitter just posted that she built and sold a company in six weeks using nothing but Claude and a laptop. No investors. No track record. No kite. Just lightning on demand. You are not Benjamin Franklin. You are a guy who got lucky once in a world where luck is being automated.", "choices": [{"title": "Own the narrative, build on it", "body": "One hit is more than most people have. Lean into it. Speak about it. Embellish carefully.", "delta": {"money": 0, "sanity": -10, "audience": 8, "ai_skill": 0, "friends": -1}, "min_money": null, "effects": [{"op": "set_flag", "flag": "built_following"}]}, {"title": "Be honest about the luck", "body": "Tell the truth at the next dinner: 'I got lucky.' Watch the room recalculate you.", "delta": {"money": 0, "sanity": 8, "audience": -5, "ai_skill": 0, "friends": 7}, "min_money": null}, {"title": "Study what actually worked", "body": "Reverse-engineer the luck. Maybe there's a signal in the noise. Maybe there isn't.", "delta": {"money": 0, "sanity": 2, "audience": 0, "ai_skill": 8, "friends": 0}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_02b_portfolio_update_ai", "phase": "Early", "title": "The Portfolio Update", "body": "Monthly update from your best portfolio company. Revenue is \"pre-revenue.\" Burn rate is \"efficient\" which means they fired the designer. But buried in paragraph three, a parenthetical: \"(we replaced our CTO with Claude — works out to about $200/month and the code quality is honestly better).\" Nobody on the update thread reacts. This is already normal to them. The founder signs off with \"onwards and upwards\" which is what people say when the direction is neither onwards nor upwards.", "choices": [{"title": "Reply with encouragement and advice", "body": "You send three paragraphs of advice they'll ignore. You don't mention the CTO thing. This is your job now.", "delta": {"money": 0, "sanity": -6, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": null, "effects": [{"op": "set_flag", "flag": "became_mentor"}]}, {"title": "Ask about the Claude CTO thing", "body": "You reply to that one line. The founder responds: \"Oh yeah, happened two months ago. It's fine.\" The future arrived as a parenthetical.", "delta": {"money": 0, "sanity": -4, "audience": 0, "ai_skill": 8, "friends": 1}, "min_money": null}, {"title": "Archive it, check your balance", "body": "You open your bank app instead. The number is going one direction. The CTO line stays in your head.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 0, "friends": -5}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_05b_dm_deal_flow_ai", "phase": "Early", "title": "The Loom Pitch", "body": "A founder with 47K followers sends you a Loom video. It's 11 minutes. The first 3 minutes are him explaining what an API is. But minute 7 is interesting — he shows a live demo he built entirely with Claude that morning. The production value is weirdly good because Claude also made the pitch deck and the demo video script. You're watching an AI-assisted pitch for an AI-native product from a founder who might also be partially AI-assisted. The layers are thick.", "choices": [{"title": "Take the meeting, hear the pitch", "body": "You hop on a call. He's either brilliant or delusional. The Venn diagram is a circle, and AI drew the circle.", "delta": {"money": 0, "sanity": -4, "audience": 6, "ai_skill": 1, "friends": 7}, "min_money": null, "effects": [{"op": "set_flag", "flag": "made_industry_contact"}]}, {"title": "Reply \"interesting\" and ghost", "body": "The \"interesting\" DM. Everyone knows what it means. It means no.", "delta": {"money": 0, "sanity": 6, "audience": -1, "ai_skill": 0, "friends": -6}, "min_money": null}, {"title": "Retweet him to your network", "body": "Signal boost costs nothing. If it works, you'll take credit. If not, you retweeted a stranger. Normal behavior.", "delta": {"money": 0, "sanity": 0, "audience": 8, "ai_skill": 0, "friends": 6}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_09b_spv_vs_venmo", "phase": "Early", "title": "The SPV Headache", "body": "You're setting up an SPV. AngelList wants $8K in setup fees. Your lawyer wants $3K for the docs. The deal is $50K total. You're spending 22% of the investment on paperwork. Meanwhile, the founder mentions she could use an AI legal tool to generate the same docs for $49. The infrastructure of investing costs more than the investment, and the infrastructure itself is being automated away.", "choices": [{"title": "Set it up properly, eat the fees", "body": "Professional operation. Even if the math is absurd. Even if a robot could do it for pocket change.", "delta": {"money": -10000, "sanity": -6, "audience": 0, "ai_skill": 0, "friends": 6}, "min_money": 10000}, {"title": "Just wire the money directly", "body": "Skip the structure. Handshake deal. What could go wrong.", "delta": {"money": -50000, "sanity": 0, "audience": 0, "ai_skill": 0, "friends": 1}, "min_money": 50000}, {"title": "Kill the deal, too much friction", "body": "The overhead killed the opportunity. You blame regulation. The founder blames you. She ships without your money by Thursday.", "delta": {"money": 0, "sanity": 4, "audience": -5, "ai_skill": 0, "friends": -7}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_11b_cap_table_ai", "phase": "Early", "title": "Cap Table Therapy", "body": "You sit down to model your portfolio returns. Eleven investments. Seven zombies. Two dead. One flat. One possible 10x if you squint. Your IRR is technically negative. While you're buried in the spreadsheet, a notification pops up: an AI portfolio management tool just launched that does this analysis in seconds and also tells you which companies to double down on. It costs $29/month and it's smarter than you at the thing you spent all day doing.", "choices": [{"title": "Share the math with your angel group", "body": "Radical transparency. They share theirs. Everyone's IRR is bad. This helps somehow.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": null}, {"title": "Subscribe to the AI tool", "body": "If the robot can do the analysis better, let it. Your ego isn't worth a day of bad spreadsheet work.", "delta": {"money": -350, "sanity": 3, "audience": 0, "ai_skill": 8, "friends": 0}, "min_money": 350, "effects": [{"op": "set_flag", "flag": "embraced_ai"}]}, {"title": "Stop tracking, go by feel", "body": "Delete the spreadsheet. Vibes-based portfolio management. The AI can have the math. You'll keep the delusion.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": -2, "friends": 0}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_19b_founder_breakup_ai", "phase": "Early", "title": "The Co-Founder Split", "body": "Two co-founders in your portfolio are splitting up. The technical co-founder says she's leaving because \"I can do everything the business side does with Claude now — fundraising decks, customer calls, even investor updates. I don't need a co-founder, I need a subscription.\" The business co-founder is in your DMs, panicking. Your $25K bet on their partnership just got disrupted by a $20/month tool.", "choices": [{"title": "Mediate, try to save it", "body": "Get on a call with both. Channel your inner couples therapist. The technical one has already made up her mind.", "delta": {"money": 0, "sanity": -6, "audience": 0, "ai_skill": 0, "friends": 6}, "min_money": null}, {"title": "Back the technical founder", "body": "She's the one who can build alone now. Cold math. The business co-founder was the moat, and the moat just drained.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 6, "friends": -10}, "min_money": null, "effects": [{"op": "set_flag", "flag": "burned_bridge"}]}, {"title": "Write it off and absorb the lesson", "body": "AI didn't just disrupt products. It disrupted partnerships. The co-founder model assumes each person is irreplaceable. They're not anymore.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 8, "friends": 0}, "min_money": null}], "allow_freeform": true}
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19
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{"id": "angel_investor_20b_pitch_deck_avalanche_ai", "phase": "Early", "title": "The AI-Generated Avalanche", "body": "Forty-seven pitch decks in your inbox this week. You've read three. But here's the thing — they all look professional now. Perfect formatting. Crisp market analysis. Beautiful financial models. Because they're all AI-generated. The decks that used to separate serious founders from amateurs now all look serious. Your pattern-matching relied on deck quality as a signal. The signal is gone. Every deck looks like a winner. The noise became indistinguishable from the signal.", "choices": [{"title": "Build a scoring rubric, be systematic", "body": "Rate each deck 1-10. Process beats intuition. You become a human algorithm competing with better algorithms.", "delta": {"money": 0, "sanity": -4, "audience": 0, "ai_skill": 8, "friends": 0}, "min_money": null}, {"title": "Only take warm intros from now on", "body": "If the deck is meaningless, the relationship is the signal. Network filter or nothing.", "delta": {"money": 0, "sanity": 8, "audience": -4, "ai_skill": 0, "friends": 1}, "min_money": null}, {"title": "Ignore decks entirely, meet founders", "body": "The deck is dead as a filtering tool. Meet the human. Everything else is generated.", "delta": {"money": 0, "sanity": 2, "audience": 0, "ai_skill": -1, "friends": 8}, "min_money": null}], "allow_freeform": true}
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20
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+
{"id": "angel_investor_25b_ghosted_by_ai", "phase": "Early", "title": "The AI-Written Ghosting", "body": "A founder you invested in six months ago has gone dark. You send a check-in email. The reply comes instantly — perfectly crafted, warm, detailed, hitting every point you raised. Too perfect. You realize the founder set up an AI auto-responder for investor communications. You've been having a relationship with a chatbot wearing your founder's name. The investor update you praised last month? Also AI. The quarterly call? Rescheduled by AI. You are being managed by a machine on behalf of a human who is too busy to manage you.", "choices": [{"title": "Demand a real conversation", "body": "'I need to talk to YOU, not your AI.' The founder calls back. They sound tired. Turns out the AI handles investors because the founder handles everything else. Alone.", "delta": {"money": 0, "sanity": -6, "audience": 0, "ai_skill": 0, "friends": 6}, "min_money": null}, {"title": "Accept the AI intermediary", "body": "If the updates are good and the company is building, does it matter who writes the email? Maybe the ego of needing human attention is the problem.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 6, "friends": 0}, "min_money": null}, {"title": "Warn other angels privately", "body": "If one founder is doing this, they all are. The investor-founder relationship is now investor-AI-founder. The network needs to know.", "delta": {"money": 0, "sanity": -4, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": null}], "allow_freeform": true}
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21
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+
{"id": "angel_investor_e01_lp_compute_shift", "phase": "Early", "title": "LP Dinner Compute Shift", "body": "Quarterly LP dinner at a private club in Palo Alto. Cloth napkins, bad acoustics, good wine. The managing partner of a family office — old timber money, fourth generation — mentions between courses that they're reallocating 40% of their startup allocation to AI compute infrastructure. 'Datacenters are the new oil wells,' he says, and picks up his fork. Nobody stops eating. The conversation moves to someone's kid's lacrosse tournament. You look around the table for someone else who heard what just happened. The asset class you operate in just lost 40% of its oxygen supply, and it landed between the salad and the entrée.", "choices": [{"title": "Pitch your AI-native portfolio angle", "body": "You lean in, mention your three AI investments. The family office guy nods politely and asks someone else about real estate.", "delta": {"money": 0, "sanity": -4, "audience": 5, "ai_skill": 0, "friends": 1}, "min_money": null}, {"title": "Ask him more about the compute thesis", "body": "You corner him at the bar after dinner. He talks for twenty minutes. You learn more than you wanted to. The math is brutal and correct.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 8, "friends": 5}, "min_money": null}, {"title": "Refill your wine and let it go", "body": "Some information is better left unprocessed. The Burgundy is excellent. The implications are not.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": -1, "friends": 6}, "min_money": null}], "allow_freeform": true}
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22
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+
{"id": "angel_investor_e02_spreadsheet_hope", "phase": "Early", "title": "The Sunday Spreadsheet", "body": "Every Sunday morning, before coffee cools, you open the portfolio spreadsheet. It's a ritual. Seventeen tabs. Color-coded by status: green for alive, yellow for uncertain, red for dead. You spend an hour adjusting projected exit multiples upward because one company mentioned 'strong pipeline' in their update. Another company's row gets a new note: 'integrating AI into product — could be big.' You bump their expected return from 3x to 5x on the strength of that sentence. The cells glow with possibility. The formulas still tell a story where you end up ahead, where the math converges on a version of the future that justifies every check you've written. You save, close the laptop, and the week ahead feels survivable.", "choices": [{"title": "Share the spreadsheet with your angel group", "body": "Transparency builds trust. Also, if they see your projections, maybe they'll believe them too. Delusion is more convincing in groups.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": null}, {"title": "Add a worst-case scenario tab", "body": "You build a 'realistic' tab. It's ugly. You minimize it immediately and go back to the optimistic one. But you know it's there.", "delta": {"money": 0, "sanity": -7, "audience": 0, "ai_skill": 1, "friends": 0}, "min_money": null}, {"title": "Tweak the formulas until the numbers sing", "body": "Expected value is just vibes with decimal points. You adjust the probability weights until your portfolio returns 12x. On paper, you're rich. On paper.", "delta": {"money": 0, "sanity": -6, "audience": 0, "ai_skill": 0, "friends": -4}, "min_money": null}], "allow_freeform": true}
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23
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{"id": "angel_investor_137_late_night_scroll", "phase": "Early", "title": "The 1 AM Portfolio Check", "body": "1 AM. You can't sleep. You open the portfolio spreadsheet. The ritual. Every Sunday night since you wrote your first check. Green cells: hopeful. Yellow: waiting. Red: don't think about it. Right now it's mostly green and yellow, which means the story you're telling yourself is still plausible. One company just added 'AI-powered' to their tagline and somehow that makes the green greener. You close the spreadsheet. Open Twitter. See a founder posting about their raise. Close Twitter. Open the spreadsheet. The numbers haven't changed. They won't change before morning. You check anyway.", "choices": [{"title": "Set a rule: no portfolio checks after 10pm", "body": "Digital hygiene for investors. The spreadsheet will still be there in the morning.", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Call another angel who's probably awake", "body": "'You up?' 'Yeah, checking my portfolio.' 'Same.' Shared insomnia. The angel investor support hotline.", "delta": {"money": 0, "sanity": 3, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": null}, {"title": "Add another column to the spreadsheet", "body": "'Probability of return.' Fill it in. The exercise is depressing but clarifying. Mostly depressing.", "delta": {"money": 0, "sanity": -7, "audience": 0, "ai_skill": 6, "friends": 0}, "min_money": null}], "allow_freeform": true}
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24
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{"id": "angel_investor_31_deal_flow_drying_up", "phase": "Mid", "title": "The Deal Flow Drought", "body": "Your inbox used to have five decks a week. Now it's one every two weeks. Six months ago, founders needed a month to build an MVP. Three months ago, it took a weekend. Last week, someone shipped between morning coffee and an afternoon call. The good founders don't need angels anymore — they ship with Claude, get traction, and skip straight to Series A. The funnel you occupied is compressing to a point, and points don't have room for middlemen.", "choices": [{"title": "Reach out proactively to founders", "body": "Stop waiting for inbound. DM builders on Twitter. You are now a cold-calling investor.", "delta": {"money": 0, "sanity": -8, "audience": 6, "ai_skill": 0, "friends": 6}, "min_money": null}, {"title": "Build in public to attract deals", "body": "Start shipping your own projects. Founders invest in founders. Become one.", "delta": {"money": 0, "sanity": -6, "audience": 9, "ai_skill": 8, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "started_side_project"}]}, {"title": "Accept the drought, conserve capital", "body": "If the deals aren't coming, stop spending. Radical acceptance with a spreadsheet.", "delta": {"money": 3000, "sanity": 11, "audience": -6, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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25
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+
{"id": "angel_investor_32_kid_with_claude", "phase": "Mid", "title": "The Kid With Claude", "body": "A 19-year-old built a competitor to your best portfolio company. Solo. In two weeks. Using Claude. The product is better. Your portfolio company has 8 employees and $800K in burn. The kid has a laptop and a meal plan. While you're processing this, you get a Slack notification: a second competitor just launched. Built by a different teenager. In three days. Your portfolio company's 6-month head start aged into irrelevance while you were reading this update.", "choices": [{"title": "Invest in the kid immediately", "body": "If you can't beat disruption, fund it. DM the kid. Pray he checks his DMs.", "delta": {"money": -15000, "sanity": -7, "audience": 9, "ai_skill": 6, "friends": 1}, "min_money": 15000, "effects": [{"op": "set_flag", "flag": "invested_in_ai"}]}, {"title": "Warn your portfolio company", "body": "Show the founder the competitor. Watch their face do the math.", "delta": {"money": 0, "sanity": -6, "audience": 0, "ai_skill": 1, "friends": 8}, "min_money": null}, {"title": "Stare at the ceiling and reconsider", "body": "If a teenager can build this, what is venture capital actually funding?", "delta": {"money": 0, "sanity": -12, "audience": -2, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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26
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+
{"id": "angel_investor_33_portfolio_markdown", "phase": "Mid", "title": "The Markdown Event", "body": "Three portfolio companies mark down in the same quarter. Your paper returns go from 'technically positive' to 'technically a donation.' The spreadsheet that once showed promise now shows charitable giving. You consider whether 'angel investing' was always just philanthropy with extra steps.", "choices": [{"title": "Double down on the survivors", "body": "Triage the portfolio. Pick the two that might live. Ignore the rest.", "delta": {"money": -25000, "sanity": -12, "audience": 0, "ai_skill": 0, "friends": 1}, "min_money": 25000}, {"title": "Write a brutally honest review", "body": "Post-mortem the losses. What did you miss? What did everyone miss?", "delta": {"money": 0, "sanity": 6, "audience": 10, "ai_skill": 6, "friends": 0}, "min_money": null}, {"title": "Take a quarter off from investing", "body": "Stop deploying. Start breathing. The market doesn't need your money right now.", "delta": {"money": 3000, "sanity": 10, "audience": -6, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "took_sabbatical"}]}], "allow_freeform": true}
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27
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+
{"id": "angel_investor_34_the_newsletter_pivot", "phase": "Mid", "title": "The Angel Newsletter", "body": "You start a newsletter about angel investing. First issue: 'What I Learned Losing Money on 11 Startups.' It's honest. It's funny. It gets 47 subscribers. One of them is a founder you invested in who replies: 'this is about me, isn't it.' It is about them.", "choices": [{"title": "Keep writing, build the audience", "body": "Weekly cadence. Each issue costs you a friendship and gains you ten subscribers.", "delta": {"money": 0, "sanity": -6, "audience": 8, "ai_skill": 0, "friends": -10}, "min_money": null, "effects": [{"op": "set_flag", "flag": "started_newsletter"}]}, {"title": "Pivot to paid, monetize the pain", "body": "$10/month for access to your deal flow and mistakes. Three people subscribe.", "delta": {"money": 30, "sanity": -8, "audience": 7, "ai_skill": 0, "friends": -4}, "min_money": null, "effects": [{"op": "set_flag", "flag": "started_newsletter"}]}, {"title": "Kill it, the optics are bad", "body": "Founders don't want their investor writing post-mortems in public. Fair.", "delta": {"money": 0, "sanity": 8, "audience": -6, "ai_skill": 0, "friends": 8}, "min_money": null}], "allow_freeform": true}
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28
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{"id": "angel_investor_35_ai_fund_4x", "phase": "Mid", "title": "The 4x Algorithm", "body": "An AI fund manager goes public with its returns: 4x your portfolio over the same period. No gut instinct. No networking dinners. No pattern matching. Just data, compute, and execution speed you can't match. Your 'investing edge' was always just survivorship bias wearing a Patagonia vest. The algorithm doesn't even own a vest.", "choices": [{"title": "Study the algorithm's methodology", "body": "If you can't beat it, understand it. Download the whitepaper. It's 47 pages of math you half-understand.", "delta": {"money": 0, "sanity": -10, "audience": 0, "ai_skill": 8, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "embraced_ai"}]}, {"title": "Double down on human intuition", "body": "AI can't read a founder's eyes. Probably. You choose to believe this.", "delta": {"money": 0, "sanity": 9, "audience": 1, "ai_skill": -6, "friends": 6}, "min_money": null, "effects": [{"op": "set_flag", "flag": "rejected_ai"}]}, {"title": "Invest in the AI fund itself", "body": "If the robots are beating you, join them. Put $10K into the fund that made you obsolete.", "delta": {"money": -10000, "sanity": -10, "audience": 6, "ai_skill": 8, "friends": 0}, "min_money": 10000, "effects": [{"op": "set_flag", "flag": "invested_in_ai"}]}], "allow_freeform": true}
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29
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{"id": "angel_investor_36_founder_succeeds_without_you", "phase": "Mid", "title": "The One That Got Away", "body": "Remember pitch #27? Demo day. The solo founder nobody remembered. She just hit $10M ARR. Solo. No VC. No angels. Bootstrapped with Claude and a laptop. She posted a revenue screenshot on Twitter. The replies are full of people congratulating her. You are one of the people who said 'the TAM isn't big enough.' The TAM was big enough. She was big enough. You were too small to see it.", "choices": [{"title": "Congratulate them publicly", "body": "Like, reply, share. Pretend the FOMO isn't eating you alive. It is.", "delta": {"money": 0, "sanity": -8, "audience": 7, "ai_skill": 0, "friends": 1}, "min_money": null}, {"title": "Reach out privately, ask to learn", "body": "DM: 'I was wrong. Would love to hear how you did it.' The hardest message you've ever sent.", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": 10, "friends": 10}, "min_money": null}, {"title": "Update your thesis, adapt", "body": "The world changed. Your model was right for a world that no longer exists.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 6, "friends": 0}, "min_money": null}], "allow_freeform": true}
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30
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{"id": "angel_investor_37_startup_fires_humans", "phase": "Mid", "title": "Revenue Up, Humans Down", "body": "A startup you invested in fires its entire human team. Seven people. The AI handles support, engineering, marketing, and ops. Revenue goes up 300% in the quarter after the layoffs. Your equity is worth more because humans are worth less. The cap table thanks the algorithm. The seven people update LinkedIn.", "choices": [{"title": "Celebrate the returns, hate yourself", "body": "Your portfolio is up. Seven people are unemployed. The math works. The feeling doesn't.", "delta": {"money": 8000, "sanity": -11, "audience": 0, "ai_skill": 5, "friends": -9}, "min_money": null}, {"title": "Push back on the founder", "body": "'You can't run a company with zero humans forever.' The founder sends you a dashboard. You can.", "delta": {"money": 0, "sanity": -4, "audience": 0, "ai_skill": 0, "friends": 7}, "min_money": null}, {"title": "Invest more, the thesis is validated", "body": "AI-native means no-human. Your thesis was ahead of its time. Your conscience is behind.", "delta": {"money": -25000, "sanity": -11, "audience": 8, "ai_skill": 7, "friends": -7}, "min_money": 25000, "effects": [{"op": "set_flag", "flag": "invested_in_ai"}]}], "allow_freeform": true}
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31
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{"id": "angel_investor_39_mentees_know_more", "phase": "Mid", "title": "The Mentee Knows More", "body": "The 19-year-old founder you're mentoring interrupts you mid-sentence: 'Actually, that's not how transformers work.' She's right. You were explaining AI architecture you read about in a blog post. She trained a model last weekend. The mentor-mentee dynamic just inverted and she's too polite to say it. You're too proud to admit it.", "choices": [{"title": "Pivot to what you actually know", "body": "Business, fundraising, psychology. Let her handle the tech. Division of expertise.", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": 0, "friends": 7}, "min_money": null}, {"title": "Ask her to teach you", "body": "'Show me how it works.' The mentor becomes the student. It's humbling and necessary.", "delta": {"money": 0, "sanity": -3, "audience": 0, "ai_skill": 10, "friends": 8}, "min_money": null}, {"title": "Stop mentoring on tech entirely", "body": "You don't understand the thing you're investing in. This realization costs nothing and changes everything.", "delta": {"money": 0, "sanity": -6, "audience": -6, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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32
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{"id": "angel_investor_40_portfolio_company_dies", "phase": "Mid", "title": "The Shutdown Email", "body": "Subject: 'A Difficult Decision.' You know what it means before you open it. A portfolio company is shutting down. The founder thanks investors. There's a link to a blog post. The blog post uses the word 'journey' four times. Your $25K is now a paragraph in someone else's failure narrative.", "choices": [{"title": "Reply with grace, offer to help", "body": "Send a kind note. Offer intros for the team's next jobs. This is what good investors do.", "delta": {"money": 0, "sanity": 9, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null}, {"title": "Ask about remaining assets", "body": "Is there IP? A domain? A customer list? Vulture capitalism, but polite.", "delta": {"money": 2000, "sanity": -6, "audience": 0, "ai_skill": 0, "friends": -10}, "min_money": null}, {"title": "Add it to the loss column silently", "body": "Update the spreadsheet. Close the tab. Open another deck. The cycle is the product.", "delta": {"money": 0, "sanity": -4, "audience": 0, "ai_skill": 0, "friends": -1}, "min_money": null}], "allow_freeform": true}
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33
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+
{"id": "angel_investor_41_tax_season_angel", "phase": "Mid", "title": "Tax Season Portfolio Review", "body": "Your accountant calls. The QSBS exemption might apply to one investment. The other ten are write-offs. She asks you to 'characterize the losses' and you say 'enthusiastic' before you can stop yourself. The tax code treats angel investing like a hobby, which is starting to feel accurate.", "choices": [{"title": "Maximize the tax benefits", "body": "Harvest the losses. Offset gains you don't have. The IRS is now your best exit.", "delta": {"money": 8000, "sanity": 6, "audience": 0, "ai_skill": 1, "friends": 0}, "min_money": null}, {"title": "Restructure for next year", "body": "Set up a proper entity. LLC. Fund structure. Stop investing from your personal checking account.", "delta": {"money": -1800, "sanity": 4, "audience": 0, "ai_skill": 6, "friends": 1}, "min_money": 1800}, {"title": "Question the entire hobby", "body": "Your accountant gently suggests that 'perhaps a different allocation strategy...' She trails off. You both know.", "delta": {"money": 0, "sanity": -7, "audience": -1, "ai_skill": 0, "friends": -1}, "min_money": null}], "allow_freeform": true}
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34
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+
{"id": "angel_investor_42_gpu_not_money", "phase": "Mid", "title": "They Need GPUs, Not Money", "body": "A founder you've been courting for weeks finally takes a call. You offer $25K. She laughs — not cruelly, but with genuine surprise. 'We don't need money. We need GPU credits. Can you get us H100 time?' You cannot get H100 time. You can get her a dinner reservation. The currency of startups changed and nobody updated your wallet.", "choices": [{"title": "Try to broker GPU access anyway", "body": "Call everyone you know. Someone must have compute connections. Your network is the product. Test it.", "delta": {"money": 0, "sanity": -4, "audience": 0, "ai_skill": 8, "friends": 6}, "min_money": null, "effects": [{"op": "set_flag", "flag": "made_industry_contact"}]}, {"title": "Invest in a GPU cloud startup", "body": "If compute is the new capital, invest in the compute layer. Meta-angel investing.", "delta": {"money": -25000, "sanity": -6, "audience": 8, "ai_skill": 9, "friends": -1}, "min_money": 25000, "effects": [{"op": "set_flag", "flag": "invested_in_ai"}]}, {"title": "Accept that your currency is outdated", "body": "Dollars used to be the entry ticket. Now it's compute. You have one and not the other.", "delta": {"money": 0, "sanity": -8, "audience": -7, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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35
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{"id": "angel_investor_43_ai_builds_faster", "phase": "Mid", "title": "Build Speed Is Terrifying", "body": "Three months ago, a competitor built what your portfolio company spent 6 months building. That competitor used Claude and did it in a weekend. You were still processing that when, this morning, a third version appeared — built by someone in an afternoon. The moat you invested in was 'execution speed.' Three months ago, a weekend was fast. Now an afternoon is slow. Next month an afternoon will be geological. Moats are a metaphor from feudalism and feudalism ended badly for the lords too.", "choices": [{"title": "Help them pivot to distribution", "body": "If building is free, distribution is the moat. Intros, partnerships, brand. Your Rolodex matters again.", "delta": {"money": 0, "sanity": 5, "audience": 0, "ai_skill": 7, "friends": 9}, "min_money": null}, {"title": "Accept the loss, move on", "body": "Some investments die from external shocks. This is a meteor. No one planned for the meteor.", "delta": {"money": 0, "sanity": -7, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Invest in the competitor", "body": "If you can't save your horse, bet on the car. Hedge the portfolio.", "delta": {"money": -15000, "sanity": -7, "audience": 5, "ai_skill": 0, "friends": -9}, "min_money": 15000, "effects": [{"op": "set_flag", "flag": "burned_bridge"}]}], "allow_freeform": true}
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36
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+
{"id": "angel_investor_45_pre_seed_irrelevant", "phase": "Mid", "title": "Pre-Seed Is Dead", "body": "A VC posts: 'Pre-seed rounds are becoming irrelevant. AI makes building so cheap that founders can get to product-market fit before they need outside capital.' Your entire investing thesis is pre-seed. You are a pre-seed investor in a post-pre-seed world. The prefix has a prefix and both of them are dying.", "choices": [{"title": "Move upstream to seed-stage deals", "body": "Bigger checks. Better companies. You don't have the capital, but maybe you can SPV it.", "delta": {"money": 0, "sanity": -6, "audience": 8, "ai_skill": 0, "friends": 5}, "min_money": null}, {"title": "Become a scout for a VC fund", "body": "Trade independence for deal flow. They pay you per intro. It's a job. You have a job now.", "delta": {"money": 2000, "sanity": -10, "audience": 0, "ai_skill": 0, "friends": 6}, "min_money": null, "effects": [{"op": "set_flag", "flag": "made_industry_contact"}]}, {"title": "Accept the thesis is broken", "body": "The world changed. Pre-seed is dead. You need a new identity, not just a new check size.", "delta": {"money": 0, "sanity": 9, "audience": -7, "ai_skill": 4, "friends": 0}, "min_money": null}], "allow_freeform": true}
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37
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+
{"id": "angel_investor_46_founder_outgrows_you", "phase": "Mid", "title": "You're the Small Check Now", "body": "A founder you backed at pre-seed just raised a $20M Series A. She sends a polite email thanking early believers. Your name is in a list of twelve angels. You are item seven. The VC partner is named first. Your $25K enabled something beautiful and you are now a footnote in its story.", "choices": [{"title": "Celebrate, this is the win", "body": "A 10x paper return. This is literally what you signed up for. Enjoy it.", "delta": {"money": 12500, "sanity": 11, "audience": 11, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Ask about follow-on allocation", "body": "Can you put more in? The answer is no, but you ask because hope is free.", "delta": {"money": 0, "sanity": -6, "audience": 0, "ai_skill": 0, "friends": -5}, "min_money": null}, {"title": "Use the association to build credibility", "body": "'Proud early investor in [Company]' goes in the bio. Reflected glory is still glory.", "delta": {"money": 0, "sanity": 0, "audience": 8, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "built_following"}]}], "allow_freeform": true, "requires": ["invested_in_ai"]}
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38
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+
{"id": "angel_investor_47_scam_deck", "phase": "Mid", "title": "The Too-Good Deck", "body": "A deck lands in your inbox. The metrics are perfect. The team is ex-FAANG. The traction graph is a hockey stick. Something feels off. You dig deeper. The screenshots are AI-generated. The testimonials are fake. The founder's LinkedIn history has gaps that spell 'fraud' if you read them sideways.", "choices": [{"title": "Report it, warn the network", "body": "You flag it in your angel group. Two people already wired money. One of them cries.", "delta": {"money": 0, "sanity": -5, "audience": 1, "ai_skill": 7, "friends": 10}, "min_money": null, "effects": [{"op": "set_flag", "flag": "blew_the_whistle"}]}, {"title": "Pass quietly, not your problem", "body": "You dodged it. Others might not. But you're not the SEC.", "delta": {"money": 0, "sanity": 4, "audience": 0, "ai_skill": 0, "friends": -3}, "min_money": null}, {"title": "Almost fell for it, learn from it", "body": "You were one meeting away from wiring $25K to a very convincing ghost.", "delta": {"money": 0, "sanity": -7, "audience": 0, "ai_skill": 7, "friends": -1}, "min_money": null}], "allow_freeform": true}
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39
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+
{"id": "angel_investor_49_twitter_beef", "phase": "Mid", "title": "The Public Disagreement", "body": "A founder you passed on tweets: 'Angels who pass on deals and then try to invest after traction are the worst.' The subtweet is clearly about you. 400 likes. Your DMs light up. Someone screenshots your original pass email and posts it. The internet has receipts.", "choices": [{"title": "Respond with class and move on", "body": "'Fair point. I got it wrong.' 12 words that cost you your ego and save your reputation.", "delta": {"money": 0, "sanity": 9, "audience": 8, "ai_skill": 0, "friends": 1}, "min_money": null}, {"title": "Go nuclear, defend your position", "body": "Quote-tweet with your side. The discourse machine eats both of you alive.", "delta": {"money": 0, "sanity": -13, "audience": 8, "ai_skill": 0, "friends": -11}, "min_money": null, "effects": [{"op": "set_flag", "flag": "got_canceled"}]}, {"title": "Log off for 48 hours", "body": "The timeline will move on. You will move on. Just not today.", "delta": {"money": 0, "sanity": 7, "audience": -7, "ai_skill": 0, "friends": 1}, "min_money": null}], "allow_freeform": true, "requires": ["built_following"]}
|
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40
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+
{"id": "angel_investor_50_ai_matchmaking", "phase": "Mid", "title": "AI Replaced Your Rolodex", "body": "A new platform matches founders with investors using AI. It analyzes compatibility, stage, and thesis alignment. Founders upload a deck and get matched in seconds. Your network — the thing you spent five years building — is now a recommendation engine that costs $29/month. Your Rolodex was your identity. The algorithm has no identity. It just works.", "choices": [{"title": "Join the platform, play the game", "body": "If the matchmaking is AI, at least be in the pool. Optimize your profile like a dating app for money.", "delta": {"money": -350, "sanity": -6, "audience": 8, "ai_skill": 6, "friends": -1}, "min_money": 350, "effects": [{"op": "set_flag", "flag": "embraced_ai"}]}, {"title": "Refuse to be algorithmically ranked", "body": "You're a human, not a score. The founders who find you through relationships are the ones worth backing.", "delta": {"money": 0, "sanity": 9, "audience": -7, "ai_skill": 0, "friends": 9}, "min_money": null, "effects": [{"op": "set_flag", "flag": "rejected_ai"}]}, {"title": "Invest in the platform", "body": "Fund the thing that replaces you. The most angel investor move possible.", "delta": {"money": -25000, "sanity": -8, "audience": 7, "ai_skill": 1, "friends": -1}, "min_money": 25000, "effects": [{"op": "set_flag", "flag": "invested_in_ai"}]}], "allow_freeform": true}
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41
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+
{"id": "angel_investor_51_community_building", "phase": "Mid", "title": "The Angel Slack", "body": "You start a Slack workspace for angel investors. Forty people join in the first week. The channels are 'deal-flow,' 'portfolio-help,' and 'existential-dread.' The third channel is the most active. Turns out everyone is quietly panicking about the same things. Community is just shared anxiety with a login.", "choices": [{"title": "Invest in the community seriously", "body": "Curate it. Run events. This becomes your thing. Your network IS the product.", "delta": {"money": -500, "sanity": 9, "audience": 9, "ai_skill": 0, "friends": 10}, "min_money": 500, "effects": [{"op": "set_flag", "flag": "built_community"}]}, {"title": "Monetize it with a paid tier", "body": "$50/month for the deal-flow channel. Seven people pay. Better than your portfolio returns.", "delta": {"money": 350, "sanity": -9, "audience": 6, "ai_skill": 0, "friends": -5}, "min_money": null, "effects": [{"op": "set_flag", "flag": "built_community"}]}, {"title": "Let it grow organically", "body": "Hands off. Let the community self-organize. You're tired of managing things.", "delta": {"money": 0, "sanity": 7, "audience": 1, "ai_skill": 0, "friends": 6}, "min_money": null, "effects": [{"op": "set_flag", "flag": "built_community"}]}], "allow_freeform": true}
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42
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+
{"id": "angel_investor_52_savings_alarm", "phase": "Mid", "title": "Below the Line", "body": "Your savings hit a number you swore you'd never go below. The number was $100K. It's $97K. The difference is three thousand dollars and an identity crisis. You are no longer a person with a comfortable cushion. You are a person watching a cushion deflate.", "choices": [{"title": "Freeze all investing immediately", "body": "No more checks. No more dinners. You are in preservation mode.", "delta": {"money": 3000, "sanity": 10, "audience": -7, "ai_skill": 0, "friends": -7}, "min_money": null}, {"title": "Get serious about generating income", "body": "The angel investor era might be over. The consultant era begins.", "delta": {"money": 2000, "sanity": 6, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "One more check, this is the one", "body": "Desperation investing. The emotional version of doubling down at the blackjack table.", "delta": {"money": -25000, "sanity": -14, "audience": 0, "ai_skill": 0, "friends": -2}, "min_money": 25000}], "allow_freeform": true}
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43
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+
{"id": "angel_investor_53_teaching_offer", "phase": "Mid", "title": "The Adjunct Offer", "body": "A university program asks you to teach a course on 'Startup Investing.' $4K for the semester. Sixteen weeks. It pays less per hour than the barista at the coffee shop where you take founder meetings. But the students look at you like you know things. That feeling is worth something.", "choices": [{"title": "Take it, rediscover purpose", "body": "You teach. The students are sharp. One of them has a startup idea better than anything in your portfolio.", "delta": {"money": 1000, "sanity": 12, "audience": 5, "ai_skill": 0, "friends": 7}, "min_money": null, "effects": [{"op": "set_flag", "flag": "started_teaching"}]}, {"title": "Negotiate for more or decline", "body": "Your time is worth more. Or at least it used to be. You're not sure anymore.", "delta": {"money": 0, "sanity": -4, "audience": -1, "ai_skill": 0, "friends": -2}, "min_money": null}, {"title": "Do it for the deal flow", "body": "College students are founding companies. Be in the room where it starts.", "delta": {"money": 0, "sanity": -6, "audience": 7, "ai_skill": 0, "friends": 8}, "min_money": null, "effects": [{"op": "set_flag", "flag": "started_teaching"}]}], "allow_freeform": true}
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44
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+
{"id": "angel_investor_54_cold_dm_rejection", "phase": "Mid", "title": "The Cold DM Era", "body": "You DM a founder on Twitter: 'Love what you're building. Would love to chat about investing.' She replies: 'Thanks! We're not raising.' You try again with another founder. Same response. A third: 'We actually just used Claude to build a revenue model and don't need pre-seed.' You are cold-DMing founders who don't need you. This is what it feels like to be a recruiter.", "choices": [{"title": "Adjust the pitch, lead with value", "body": "Stop asking to invest. Start asking how you can help. The order matters.", "delta": {"money": 0, "sanity": 9, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": null}, {"title": "Give up on outbound entirely", "body": "If they don't want your money, they don't want your money. Go be useful elsewhere.", "delta": {"money": 0, "sanity": 6, "audience": -7, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Post about the rejection publicly", "body": "'I DMed 20 founders this month and none of them need funding. Here's what that means.'", "delta": {"money": 0, "sanity": -6, "audience": 9, "ai_skill": 0, "friends": -1}, "min_money": null}], "allow_freeform": true}
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45
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+
{"id": "angel_investor_55_sold_out_consulting", "phase": "Mid", "title": "The Consulting Sellout", "body": "A corporate innovation lab offers you $15K/month to be their 'startup-in-residence advisor.' The work is death by PowerPoint. The culture is allergic to risk. But $15K a month is $15K a month and your bank account doesn't care about your identity.", "choices": [{"title": "Take the money, lose your soul", "body": "You join calls where executives say 'innovation' 40 times and mean it zero times. But you eat.", "delta": {"money": 15000, "sanity": -12, "audience": -9, "ai_skill": 0, "friends": -2}, "min_money": null, "effects": [{"op": "set_flag", "flag": "sold_out"}]}, {"title": "Take it short-term, keep investing", "body": "Three months. Rebuild the war chest. Then go back to what you love.", "delta": {"money": 15000, "sanity": -9, "audience": -1, "ai_skill": 0, "friends": -1}, "min_money": null}, {"title": "Decline and stay in the arena", "body": "You didn't leave a real job to take a fake one. Pass.", "delta": {"money": 0, "sanity": 10, "audience": 9, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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46
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+
{"id": "angel_investor_56_viral_moment", "phase": "Mid", "title": "The Viral Portfolio Post", "body": "You post a screenshot of your angel portfolio — all eleven investments, returns, and lessons. The honesty catches a wave. 14K likes. A VC partner reposts it. A podcast invites you on. For one day, your transparency about losing money makes you more famous than the money ever could.", "choices": [{"title": "Ride the wave, book the podcast", "body": "Say yes to everything this week. The attention converts to deal flow and maybe relevance.", "delta": {"money": 0, "sanity": -5, "audience": 13, "ai_skill": 0, "friends": 6}, "min_money": null, "effects": [{"op": "set_flag", "flag": "went_viral"}]}, {"title": "Use it to raise an SPV", "body": "Strike while you're hot. 'I'm raising a small fund, who's in?' DMs open.", "delta": {"money": 15000, "sanity": -8, "audience": 12, "ai_skill": 0, "friends": -1}, "min_money": null, "effects": [{"op": "set_flag", "flag": "went_viral"}]}, {"title": "Go quiet, let it speak for itself", "body": "The post did its job. Don't over-optimize. Don't become a content creator.", "delta": {"money": 0, "sanity": 9, "audience": 6, "ai_skill": 0, "friends": 1}, "min_money": null, "effects": [{"op": "set_flag", "flag": "went_viral"}]}], "allow_freeform": true, "requires": ["built_following"]}
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47
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+
{"id": "angel_investor_57_fund_one", "phase": "Mid", "title": "The Fund I Fantasy", "body": "After the viral post, two LPs approach you. They want you to raise a micro-fund. $2M. You'd be a real fund manager. Carry and everything. The problem: you need $500K in commitments to get started, your track record is one lucky 47x and a blog post, and the legal fees are $50K. The distance between 'angel investor' and 'fund manager' is a canyon.", "choices": [{"title": "Pursue it aggressively", "body": "Start the roadshow. Pitch LPs. You are now raising a fund, which means you are now fundraising, which means you are now a founder. The irony is thick.", "delta": {"money": -50000, "sanity": -14, "audience": 10, "ai_skill": 7, "friends": -3}, "min_money": 50000}, {"title": "Test interest before committing", "body": "Soft-circle commitments. See if the interest is real before spending on lawyers.", "delta": {"money": 0, "sanity": 9, "audience": 8, "ai_skill": 0, "friends": 6}, "min_money": null}, {"title": "Stay angel, fund life isn't yours", "body": "You don't want LPs. You don't want reporting requirements. You want freedom and you're running out of it.", "delta": {"money": 0, "sanity": 9, "audience": -7, "ai_skill": 0, "friends": 1}, "min_money": null}], "allow_freeform": true, "requires": ["went_viral"]}
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48
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+
{"id": "angel_investor_58_relationship_strain", "phase": "Mid", "title": "The Money Conversation", "body": "Your partner asks: 'How much is left?' You tell them. The silence is not the comfortable kind. They knew you were investing. They didn't know the number was this low. 'You said it was a calculated risk.' It was calculated. The calculation was wrong.", "choices": [{"title": "Full transparency, make a joint plan", "body": "Sit down. Spreadsheet. Shared. Honest. The hardest board meeting of your life.", "delta": {"money": 0, "sanity": 12, "audience": 0, "ai_skill": 0, "friends": 13}, "min_money": null}, {"title": "Downplay it, buy time", "body": "'The portfolio companies are about to raise, we'll be fine.' Maybe. Probably not. But tonight, peace.", "delta": {"money": 0, "sanity": -13, "audience": 0, "ai_skill": 0, "friends": -11}, "min_money": null}, {"title": "Promise to get a real income", "body": "'I'll take a consulting gig. Six months, we'll rebuild.' The promise feels real when you say it.", "delta": {"money": 0, "sanity": -5, "audience": 0, "ai_skill": 0, "friends": 9}, "min_money": null}], "allow_freeform": true}
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49
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+
{"id": "angel_investor_59_founder_pity", "phase": "Mid", "title": "The Pity Check-In", "body": "A founder you backed two years ago calls just to check on you. 'Heard things are tight for angels right now, wanted to see how you're doing.' The inversion is complete. The founder is checking on the investor. The power dynamic has flipped and it arrived gently, which makes it worse.", "choices": [{"title": "Accept the kindness, be honest", "body": "'Yeah, it's tight.' Three words that cost you nothing and give you everything.", "delta": {"money": 0, "sanity": 9, "audience": 0, "ai_skill": 0, "friends": 9}, "min_money": null}, {"title": "Deflect, maintain the facade", "body": "'Never better! Looking at some exciting deals.' Neither statement is true.", "delta": {"money": 0, "sanity": -6, "audience": 0, "ai_skill": 0, "friends": -8}, "min_money": null}, {"title": "Ask them for a job", "body": "The words are out before your pride can stop them. 'Actually, are you hiring?'", "delta": {"money": 0, "sanity": -11, "audience": -1, "ai_skill": 0, "friends": 7}, "min_money": null}], "allow_freeform": true}
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50
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+
{"id": "angel_investor_60_ai_investment_thesis", "phase": "Mid", "title": "The Thesis Rewrite", "body": "You rewrite your investment thesis from scratch. The old one: 'I invest in AI-native founders building B2B tools.' The new one: 'I honestly don't know what to invest in because AI is making everything either free or irrelevant and the founders who will win are the ones who don't need my money.' It's honest. It's also not a pitch.", "choices": [{"title": "Publish the honest version", "body": "Radical transparency. Post the new thesis. 'I don't know' is the most honest thing an investor can say.", "delta": {"money": 0, "sanity": 11, "audience": 10, "ai_skill": 0, "friends": 1}, "min_money": null, "effects": [{"op": "set_flag", "flag": "shipped_creative_work"}]}, {"title": "Pivot the thesis to services", "body": "If you can't invest, consult. Same founders, different transaction type.", "delta": {"money": 3000, "sanity": 1, "audience": -1, "ai_skill": 8, "friends": 0}, "min_money": null}, {"title": "Abandon the thesis entirely", "body": "Maybe investing was the identity, not the strategy. Let it go.", "delta": {"money": 0, "sanity": 9, "audience": -8, "ai_skill": 0, "friends": 1}, "min_money": null}], "allow_freeform": true}
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51
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+
{"id": "angel_investor_61_scammed", "phase": "Mid", "title": "The Rug Pull", "body": "A portfolio company's founder disappears. Not pivoting. Not shutting down. Gone. The LLC is dissolved. The bank account was drained two weeks before the last investor update — which was upbeat, optimistic, and entirely fictional. You wired $25K to a person who wrote you a fiction and you called it a deck.", "choices": [{"title": "Pursue legal action", "body": "Lawyer up. The cost of justice may exceed the amount stolen. Justice isn't cheap.", "delta": {"money": -8000, "sanity": -10, "audience": 0, "ai_skill": 0, "friends": -2}, "min_money": 8000}, {"title": "Warn other investors publicly", "body": "Name them. Post the receipts. Let the network protect itself.", "delta": {"money": 0, "sanity": -12, "audience": 10, "ai_skill": 0, "friends": 5}, "min_money": null, "effects": [{"op": "set_flag", "flag": "got_scammed"}]}, {"title": "Absorb the loss, tighten diligence", "body": "$25K tuition in the school of 'verify everything.' Expensive classroom. Permanent lesson.", "delta": {"money": 0, "sanity": 9, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "got_scammed"}]}], "allow_freeform": true, "requires": ["invested_in_ai"]}
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52
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+
{"id": "angel_investor_62_imposter_investor", "phase": "Mid", "title": "Investor Imposter Syndrome", "body": "You're on a panel at a fintech conference. The moderator introduces you as 'an experienced angel investor with a strong track record.' Your track record is one lucky exit and a blog post. The other panelists manage real funds. You are cosplaying as an investor and the costume is getting thin.", "choices": [{"title": "Own the imposter, be real on stage", "body": "'I'm going to be honest — I've lost money on most of my bets.' The audience leans in. Honesty sells.", "delta": {"money": 0, "sanity": 9, "audience": 9, "ai_skill": 0, "friends": 8}, "min_money": null}, {"title": "Perform confidence, fake it", "body": "You quote your best return. You don't mention the other ten. This is standard.", "delta": {"money": 0, "sanity": -10, "audience": 13, "ai_skill": 0, "friends": -2}, "min_money": null, "effects": [{"op": "set_flag", "flag": "sold_out"}]}, {"title": "Stop doing panels entirely", "body": "You're done performing expertise you don't have. The imposture is exhausting.", "delta": {"money": 0, "sanity": 9, "audience": -8, "ai_skill": 0, "friends": 1}, "min_money": null}], "allow_freeform": true}
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53
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+
{"id": "angel_investor_63_the_job_flirtation", "phase": "Mid", "title": "The Job Listing", "body": "You see a job listing: 'Head of Partnerships' at a Series B startup. $180K base. Benefits. PTO. The stability feels like a warm bath after two years of cold showers. Your thumb hovers over 'Apply.' Applying for a job feels like admitting the angel thing didn't work. Because maybe the angel thing didn't work.", "choices": [{"title": "Apply, accept the transition", "body": "You apply. Your resume says 'Angel Investor' under experience. Is it experience? Is investing a job?", "delta": {"money": 7500, "sanity": 10, "audience": -9, "ai_skill": 0, "friends": 1}, "min_money": null, "effects": [{"op": "set_flag", "flag": "pivoted_career"}]}, {"title": "Network your way into it instead", "body": "Don't apply cold. You know someone who knows the CEO. Use the one asset you have.", "delta": {"money": 0, "sanity": 3, "audience": 0, "ai_skill": 0, "friends": 9}, "min_money": null, "effects": [{"op": "set_flag", "flag": "made_industry_contact"}]}, {"title": "Close the tab, recommit to investing", "body": "You're not a job person. You're a deal person. Even if the deals are killing you.", "delta": {"money": 0, "sanity": -9, "audience": 7, "ai_skill": 0, "friends": -2}, "min_money": null}], "allow_freeform": true}
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54
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+
{"id": "angel_investor_64_portfolio_ai_disrupted", "phase": "Mid", "title": "Portfolio Gets Disrupted", "body": "Two portfolio companies in the same quarter get disrupted by AI-native competitors. One loses 60% of customers in three months. The other pivots so hard it's basically a different company with the same name. You funded picks and shovels. AI just made the gold free.", "choices": [{"title": "Emergency advisor sessions", "body": "Get on calls. Strategy. Pivots. You're a medic in a minefield now.", "delta": {"money": 0, "sanity": -7, "audience": 0, "ai_skill": 7, "friends": 9}, "min_money": null}, {"title": "Accept the disruption, study it", "body": "Document what happened. Understand the pattern. The pattern is: everything is faster now.", "delta": {"money": 0, "sanity": 5, "audience": 0, "ai_skill": 8, "friends": -1}, "min_money": null}, {"title": "Sell positions if you can", "body": "Any liquidity. Any price. The ship is sinking in slow motion.", "delta": {"money": 3500, "sanity": -9, "audience": 0, "ai_skill": 0, "friends": -9}, "min_money": null}], "allow_freeform": true, "requires": ["invested_in_ai"]}
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55
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+
{"id": "angel_investor_65_the_pivot_to_operator", "phase": "Mid", "title": "The Operator Pivot", "body": "A portfolio company offers you a full-time role: Head of BD. Salary: $120K. Your own investment just became your employer. You'd be working at a company you funded with your savings. The founder you mentored is now your boss. The org chart is a Greek tragedy.", "choices": [{"title": "Take the job, you need income", "body": "Swallow the irony. Cash the paycheck. The hierarchy doesn't care about your feelings.", "delta": {"money": 6000, "sanity": -11, "audience": -1, "ai_skill": 0, "friends": 9}, "min_money": null, "effects": [{"op": "set_flag", "flag": "pivoted_career"}]}, {"title": "Negotiate for more equity instead", "body": "If you're going to work here, you want real ownership. More than the 0.5% you invested for.", "delta": {"money": 0, "sanity": -9, "audience": 1, "ai_skill": 0, "friends": -3}, "min_money": null}, {"title": "Decline, maintain the investor identity", "body": "You can't be both investor and employee. The boundary matters. Even if the bank account disagrees.", "delta": {"money": 0, "sanity": 7, "audience": 1, "ai_skill": 0, "friends": -7}, "min_money": null}], "allow_freeform": true}
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56
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+
{"id": "angel_investor_141_tuesday_email_stack", "phase": "Mid", "title": "The Tuesday Email Stack", "body": "Before 9am: a portfolio company announces layoffs. 9:15: a founder you've been courting tweets they raised from an AI fund with zero human GPs. 9:30: your angel group chat shares an article titled 'Pre-Seed Is Dead.' 9:47: a 16-year-old replies to your investment thesis thread with a working product that invalidates it. 10am: your coffee is cold. Everything that took three years to build was undermined in 47 minutes of inbox. You haven't even opened the pitch decks yet.", "choices": [{"title": "Triage — pick the biggest fire", "body": "The layoffs need attention first. Or the thesis kid. Or the article. Everything is the biggest fire. You pick the one closest to your money.", "delta": {"money": 0, "sanity": -11, "audience": 0, "ai_skill": 7, "friends": 5}, "min_money": null}, {"title": "Close the laptop until noon", "body": "The inbox will still be a disaster at noon. But at noon you'll have had a walk and a second coffee. Triage from a place of oxygen, not panic.", "delta": {"money": 0, "sanity": 9, "audience": -7, "ai_skill": 0, "friends": 1}, "min_money": null}, {"title": "Screenshot and post the carnage", "body": "'This was my inbox before 10am.' The honesty resonates. 2,000 likes. The content about the chaos is more valuable than managing it.", "delta": {"money": 0, "sanity": -7, "audience": 13, "ai_skill": 0, "friends": -1}, "min_money": null, "effects": [{"op": "set_flag", "flag": "built_following"}]}], "allow_freeform": true}
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57
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+
{"id": "angel_investor_142_accelerating_pitch", "phase": "Mid", "title": "The Accelerating Pitch", "body": "A founder pitches you her AI product. Mid-sentence — literally mid-sentence — she stops, checks her phone, and says: 'Hold on. We just got a competitor.' She opens her laptop, scans the competitive product, and pivots the pitch in real time. Different positioning. Different market. Different deck — generated in 30 seconds and airdropped to you before she finishes the sentence she interrupted. 'Sorry, the market moved. Anyway, new deck.' The pitch started 4 minutes ago. The company has already changed twice. Your diligence framework assumes markets hold still long enough to evaluate them. They don't.", "choices": [{"title": "Invest in the founder, not the company", "body": "The product will change ten more times. This founder will adapt to all of them. That's the bet.", "delta": {"money": -15000, "sanity": -5, "audience": 0, "ai_skill": 9, "friends": 8}, "min_money": 15000, "effects": [{"op": "set_flag", "flag": "invested_in_ai"}]}, {"title": "Ask her to slow down", "body": "'Can we go back to the original pitch?' She looks at you like you asked for a fax machine. The original pitch is already a historical artifact.", "delta": {"money": 0, "sanity": -9, "audience": 0, "ai_skill": 0, "friends": -8}, "min_money": null}, {"title": "Take a week to think about it", "body": "A week. In this market, a week is a geological era. By the time you decide, she'll have pivoted twice more and won't need you.", "delta": {"money": 0, "sanity": 4, "audience": -7, "ai_skill": 0, "friends": -2}, "min_money": null}], "allow_freeform": true}
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58
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+
{"id": "angel_investor_143_demo_that_kept_going", "phase": "Mid", "title": "The Demo That Kept Going", "body": "A founder demos their AI product on Tuesday. Impressive but gaps: no real-time data, clunky UI, hallucinations on edge cases. You schedule a follow-up for Friday. On Friday, every gap is fixed. You ask how. 'The AI fixed itself. We didn't touch it.' You schedule Monday. On Monday, the founder cancels. 'The product doesn't need us anymore. It's selling itself to customers via their AI purchasing agents. We're watching the dashboard.' It's been six days. The product outgrew its founders. The investment opportunity opened and closed while you were doing diligence.", "choices": [{"title": "Process the speed, adapt your timeline", "body": "If products self-improve in days, diligence needs to happen in hours. Your entire process is a relic. Rebuild it.", "delta": {"money": 0, "sanity": -7, "audience": 0, "ai_skill": 12, "friends": -1}, "min_money": null, "effects": [{"op": "set_flag", "flag": "embraced_ai"}]}, {"title": "Ask the founder what they need now", "body": "If the product sells itself, what's left? Maybe they need help with... nothing. They need help with nothing. They're fine.", "delta": {"money": 0, "sanity": -4, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": null}, {"title": "Sit with the vertigo", "body": "Six days from impressive-with-gaps to self-selling autonomous product. Your diligence took longer than the product's entire growth curve. The speed isn't a feature. It's the whole story.", "delta": {"money": 0, "sanity": -12, "audience": 0, "ai_skill": 5, "friends": 0}, "min_money": null}], "allow_freeform": true}
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59
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+
{"id": "angel_investor_m01_pitch27_10m", "phase": "Mid", "title": "Pitch #27 Hits $10M", "body": "You're scrolling Twitter and a face stops you cold. Demo day. Pitch #27. The solo founder nobody remembered — the one who built everything with Claude in a weekend, no co-founder, no team, revenue already. She just crossed $10M ARR. Solo. No VC. No angels. She turned down your $25K because she didn't need it. Your offer is now a rounding error on her monthly revenue. She did it with Claude and a laptop and the terrifying clarity of someone who never needed permission. You saw her early. You were in the room. You clapped. And you still missed it because you were too busy watching pitch #14's B2B SaaS deck with the nice fonts.", "choices": [{"title": "DM her, offer to invest at this stage", "body": "'Congrats! Would love to chat about your next phase.' She responds in two days. With a polite no. Again. Some patterns don't break.", "delta": {"money": 0, "sanity": -10, "audience": 0, "ai_skill": 0, "friends": -6}, "min_money": null}, {"title": "Post a thread about missing the deal", "body": "Radical honesty as content strategy. 'I was in the room when pitch #27 happened and I didn't invest. Here's what I learned.' The thread does numbers. The lesson costs more.", "delta": {"money": 0, "sanity": -6, "audience": 10, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "built_following"}]}, {"title": "Study what she built, learn from it", "body": "You spend a week reverse-engineering her stack. It's Claude all the way down. Customer support, code, ops, content. The entire company is one person and a subscription. Your investment thesis assumed companies need teams. Teams need money. Money needs you. One of those assumptions just died.", "delta": {"money": 0, "sanity": -4, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null}], "allow_freeform": true}
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60
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+
{"id": "angel_investor_m02_spreadsheet_denial", "phase": "Mid", "title": "The Sunday Spreadsheet (Denial)", "body": "Sunday morning. The spreadsheet. But the ritual has changed. You spend the first twenty minutes renaming columns. 'Dead' becomes 'Hibernating.' 'Pre-revenue (still)' gets a parenthetical: '(strategic pivot in progress).' One company has been pre-revenue for 18 months and you've moved it between tabs four times. Your 'Expected Value' column now includes a variable you invented called 'Optionality Premium' — it's not a real financial concept, but it makes the numbers work. The formulas have become fiction and you are the author. The cells still glow green. You made them green.", "choices": [{"title": "Show it to someone honest", "body": "You send the spreadsheet to a friend who works in PE. She calls you. 'These projections — are you serious?' You were. You're not sure anymore.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null}, {"title": "Double down on the fiction", "body": "Add another tab. 'Scenario C: Everything Works.' The formulas in Scenario C are beautiful. They are also completely imaginary. But the color green is soothing.", "delta": {"money": 0, "sanity": -11, "audience": 0, "ai_skill": 0, "friends": -4}, "min_money": null}, {"title": "Close it and skip a Sunday", "body": "You close the laptop without saving. The formulas freeze where they are. Next Sunday you don't open it. The Sunday after that, you don't either. The ritual dies quietly, like a portfolio company.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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61
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+
{"id": "angel_investor_m03_triple_pivot", "phase": "Mid", "title": "Triple Pivot Diligence", "body": "You start diligence on a promising AI startup. Day 1: fintech. You update your notes, talk to three references, model the TAM. Day 5: the founder calls. They've pivoted to healthtech. New deck, new TAM, new references. You start over. Day 9: they're an AI developer tools company now. Your diligence document is a geological record of a company that no longer exists. Three product lifecycles happened inside your two-week process. The founder says 'we move fast' and means it literally — they move faster than your ability to evaluate whether they should.", "choices": [{"title": "Invest anyway, bet on the founder", "body": "The product doesn't matter if the founder can pivot this fast. Or the product doesn't matter because nothing matters at this speed. Same check, different thesis.", "delta": {"money": -25000, "sanity": -6, "audience": 0, "ai_skill": 8, "friends": 0}, "min_money": 25000, "effects": [{"op": "set_flag", "flag": "invested_in_ai"}]}, {"title": "Pass, your process can't keep up", "body": "'I need more time to evaluate.' The founder's eyes glaze over. Time is the one resource they've optimized away. You are geology.", "delta": {"money": 0, "sanity": -9, "audience": -4, "ai_skill": 0, "friends": -2}, "min_money": null}, {"title": "Propose a smaller check with no diligence", "body": "$5K. No docs. No calls. No process. If process is dead, kill it cleanly. You're either an investor or a bureaucrat.", "delta": {"money": -5000, "sanity": 5, "audience": 0, "ai_skill": 0, "friends": 6}, "min_money": 5000}], "allow_freeform": true}
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62
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+
{"id": "angel_investor_m04_ai_governance", "phase": "Mid", "title": "The AI Governance Board", "body": "A founder in your portfolio sends a polite email. Subject line: 'Advisory Board Restructuring.' You read it twice. They've replaced the entire advisory board — including you — with an AI governance system. Automated compliance, real-time financial oversight, strategic recommendations updated hourly. The company's revenue went up 34% in the first month. Decision latency dropped from 'whenever the board meets' to 'continuously.' The board minutes are a live dashboard now. Your quarterly call has been replaced by a Grafana chart. You were governance. Governance is a $200/month subscription and it never cancels dinner plans.", "choices": [{"title": "Push back, demand your seat", "body": "'I bring relationships and judgment that AI can't replicate.' The founder responds with a chart showing the AI's judgment outperforming the board's recommendations over six months. The chart is convincing. The chart was also made by the AI.", "delta": {"money": 0, "sanity": -11, "audience": 0, "ai_skill": 0, "friends": -10}, "min_money": null, "effects": [{"op": "set_flag", "flag": "burned_bridge"}]}, {"title": "Accept it, study the system", "body": "You ask for a login to the governance dashboard. It's elegant. It's thorough. It recommended firing the advisory board three months before the founder did. You were a foregone conclusion.", "delta": {"money": 0, "sanity": -7, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null}, {"title": "Write about it, warn other angels", "body": "You draft a post: 'I got fired by an algorithm and the company immediately got better.' It's honest. It hurts. It gets 2,000 likes.", "delta": {"money": 0, "sanity": -4, "audience": 10, "ai_skill": 0, "friends": 4}, "min_money": null, "effects": [{"op": "set_flag", "flag": "started_newsletter"}]}], "allow_freeform": true}
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63
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+
{"id": "angel_investor_66_the_reckoning", "phase": "Late", "title": "The Portfolio Reckoning", "body": "You sit down and do the real math. Total deployed: $275K. Total returned: $78K. Net loss: $197K. Over three years. That's $65K a year to feel important at dinners. Your per-dinner cost of relevance is approximately $800. You could have bought a house. In Ohio, but still.", "choices": [{"title": "Accept it, move forward", "body": "The sunk cost is sunk. The future doesn't care about your IRR. Neither does lunch.", "delta": {"money": 0, "sanity": 10, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Write the definitive post-mortem", "body": "'I lost $200K angel investing. Here's everything I learned.' 40K views. Best content you ever made.", "delta": {"money": 0, "sanity": -9, "audience": 12, "ai_skill": 5, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "shipped_creative_work"}]}, {"title": "Try one more cycle with new rules", "body": "Different thesis. Smaller checks. AI-native only. You can't stop. The game is the addiction.", "delta": {"money": -10000, "sanity": -11, "audience": 0, "ai_skill": 5, "friends": 0}, "min_money": 10000}], "allow_freeform": true, "requires": ["invested_in_ai"]}
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64
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+
{"id": "angel_investor_67_angel_investing_dying", "phase": "Late", "title": "Angel Investing Is Dying", "body": "Bloomberg runs the article: 'The Death of the Angel Investor.' Your mom texts you the link. The thesis is simple: when AI makes building free, startups don't need capital. When startups don't need capital, they don't need angels. You are a middleman in a disintermediated world. The article quotes an anonymous angel who sounds suspiciously like you.", "choices": [{"title": "Write a rebuttal, fight for relevance", "body": "'Reports of our death are exaggerated.' You post it. The engagement is pity-shaped.", "delta": {"money": 0, "sanity": -7, "audience": 11, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Accept the structural change", "body": "The article is right. The game changed. You didn't. The market doesn't owe you a role.", "delta": {"money": 0, "sanity": 10, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null}, {"title": "Pivot to what can't be automated", "body": "Relationships. Judgment. Trust. The things AI can't do. The things that are harder to monetize.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null}], "allow_freeform": true}
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65
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+
{"id": "angel_investor_68_advisory_seat_eliminated", "phase": "Late", "title": "The Board Seat Vanishes", "body": "Your advisory board seat at a portfolio company gets eliminated. The founder's email is apologetic but clear: 'We've been using Claude for strategic decisions and honestly the quality is comparable. We're streamlining all advisory roles.' Your unpaid labor just got replaced by a $20/month subscription. The ROI on their end is literally infinite.", "choices": [{"title": "Push back, argue your unique value", "body": "'AI can't understand your company culture.' The founder pauses. 'It actually can. We tested it.'", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 0, "friends": -8}, "min_money": null, "effects": [{"op": "set_flag", "flag": "burned_bridge"}]}, {"title": "Accept it gracefully, offer to help", "body": "'I understand. Call me if you need a human perspective.' You mean it. They probably won't call.", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": 0, "friends": 9}, "min_money": null}, {"title": "Realize this is happening everywhere", "body": "If advisory boards are dead, the entire angel value proposition is dead. The money was step one. The advice was step two. Both steps are gone.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null}], "allow_freeform": true}
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66
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+
{"id": "angel_investor_70_only_bad_founders_left", "phase": "Late", "title": "The Leftovers", "body": "The only founders who still want your money are the ones who can't use AI effectively. They're building manually in 2026. Their burn rates are astronomical. Their products are slow. They need your $25K because nobody else will give it to them. You've become the investor of last resort for the companies least likely to survive.", "choices": [{"title": "Fund them anyway, somebody has to", "body": "These founders need help the most. And help is what you originally signed up for.", "delta": {"money": -25000, "sanity": -8, "audience": 0, "ai_skill": 0, "friends": 5}, "min_money": 25000}, {"title": "Be honest about their chances", "body": "'I can't in good conscience take your equity for $25K when the odds are this bad.'", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null}, {"title": "Help them learn AI instead", "body": "Don't give them money. Give them a Claude tutorial. The real value-add for 2026 founders.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 10, "friends": 8}, "min_money": null, "effects": [{"op": "set_flag", "flag": "became_mentor"}]}], "allow_freeform": true}
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67
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+
{"id": "angel_investor_71_network_replaced", "phase": "Late", "title": "The Network Is a Product Now", "body": "Your network was your moat. Then an AI platform scraped every investor's connections, mapped every founder-investor relationship, and made introductions automatic. The thing that took you five years to build — handshake by handshake, dinner by dinner — is now a feature in a $50/month SaaS tool. Your social capital has been open-sourced.", "choices": [{"title": "Build deeper relationships, not wider", "body": "The platform knows who you know. It doesn't know how well you know them. Go deep.", "delta": {"money": -500, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 11}, "min_money": 500}, {"title": "Abandon networking, focus on skills", "body": "If the network is commoditized, you need a different edge. Learn something the platform can't do.", "delta": {"money": 0, "sanity": 6, "audience": -5, "ai_skill": 10, "friends": 0}, "min_money": null}, {"title": "Watch the last advantage disappear", "body": "Money: irrelevant. Advice: automated. Network: commoditized. You're running out of nouns.", "delta": {"money": 0, "sanity": -12, "audience": 0, "ai_skill": 0, "friends": -6}, "min_money": null}], "allow_freeform": true}
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68
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+
{"id": "angel_investor_72_health_wake_up", "phase": "Late", "title": "The Chest Tightness", "body": "You're at a networking dinner when your chest tightens. Not the food — the cumulative weight of three years of financial stress disguised as 'an investing career.' The ER visit costs $3,200 even with insurance. The doctor says 'stress.' Your body is doing the math your spreadsheet already did.", "choices": [{"title": "Finally prioritize health over hustle", "body": "Cancel the next month of meetings. Walk. Sleep. Stop pretending the grind is sustainable.", "delta": {"money": -3200, "sanity": 11, "audience": -7, "ai_skill": 0, "friends": 0}, "min_money": 3200, "effects": [{"op": "set_flag", "flag": "had_health_scare"}]}, {"title": "Ignore it, push through", "body": "You have a deal closing next week. Health is a lifestyle, not a priority. You tell yourself this.", "delta": {"money": 0, "sanity": -14, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "had_health_scare"}]}, {"title": "Use it as a wake-up call to exit", "body": "The body said stop. Listen. Wind down the portfolio. Find a different life.", "delta": {"money": 0, "sanity": 10, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": null, "effects": [{"op": "set_flag", "flag": "had_health_scare"}]}], "allow_freeform": true}
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69
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+
{"id": "angel_investor_74_last_portfolio_company", "phase": "Late", "title": "The Last One Standing", "body": "Your last active portfolio company sends their monthly update. Revenue growing 20% month over month. Real revenue, not ARR projections drawn on a napkin. This one might actually work. You own 2.3% on a post-money of $8M. Your stake is worth $184K on paper. Paper that could become money or could become a lesson.", "choices": [{"title": "Protect the position at all costs", "body": "This is it. Your entire career as an investor comes down to this company. Don't mess it up.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 0, "friends": 6}, "min_money": null}, {"title": "Try to sell some on secondaries", "body": "Lock in a partial return. Take some chips off the table.", "delta": {"money": 10000, "sanity": 10, "audience": 0, "ai_skill": 0, "friends": -4}, "min_money": null}, {"title": "Help them get to the next round", "body": "Make intros. Open doors. This is where your network either delivers or doesn't.", "delta": {"money": 0, "sanity": -6, "audience": 10, "ai_skill": 0, "friends": 10}, "min_money": null}], "allow_freeform": true, "requires": ["invested_in_ai"]}
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70
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+
{"id": "angel_investor_75_capital_is_free", "phase": "Late", "title": "Capital Is Free Now", "body": "Interest rates hit zero again and AI-generated revenue models make lending trivial. A startup can get $500K in AI-underwritten debt in 24 hours. No equity given up. No angels needed. Why would any founder give you 5% of their company for $25K when a robot will lend them 20x that with no dilution? Your money isn't just small — it's the wrong shape.", "choices": [{"title": "Pivot to offering what debt can't", "body": "Mentorship. Connections. Emotional support at 2am. The things that don't have an interest rate.", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null}, {"title": "Try to compete on terms", "body": "Zero percent equity, just advisory rights. You're essentially volunteering with a financial wrapper.", "delta": {"money": -1500, "sanity": -8, "audience": 0, "ai_skill": 0, "friends": -1}, "min_money": 1500}, {"title": "Admit the game is structurally over", "body": "Capital-as-a-service killed capital-as-a-relationship. The transaction won. The handshake lost.", "delta": {"money": 0, "sanity": -10, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null}], "allow_freeform": true}
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71
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+
{"id": "angel_investor_76_writing_the_book", "phase": "Late", "title": "The Angel Investing Book", "body": "A publisher DMs you. They want a book: 'How to Lose Money Gracefully: An Angel Investor's Guide to the AI Age.' The advance is $15K. It's the most guaranteed money you've been offered in two years. The irony of making more from writing about investing than from investing is not lost on you.", "choices": [{"title": "Write the book, embrace the narrative", "body": "$15K to write about failure. This might be your most successful investment — in yourself.", "delta": {"money": 15000, "sanity": 8, "audience": 10, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "shipped_creative_work"}]}, {"title": "Counter for a higher advance", "body": "'I lost $200K investing. The least this story is worth is $30K.' They agree to $22K.", "delta": {"money": 22000, "sanity": 6, "audience": 10, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "shipped_creative_work"}]}, {"title": "Decline, the story isn't over yet", "body": "You don't want to be the guy who wrote the postmortem. You want to be the guy who came back.", "delta": {"money": 0, "sanity": 4, "audience": -8, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true, "requires": ["started_newsletter"]}
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72
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+
{"id": "angel_investor_77_ai_fund_autonomous", "phase": "Late", "title": "The Autonomous Fund", "body": "An AI fund launches that makes investment decisions autonomously. No human GPs. It raised $500M in a week. Its first quarter: it identifies a startup, invests, provides AI-generated strategic advice, connects the founder to AI-matched customers, and generates a 12x return. No human touched the deal at any point. The fund doesn't have a website. It doesn't need one.", "choices": [{"title": "Apply to work at the fund", "body": "'Human relations coordinator for autonomous fund.' The job is answering emails from confused LPs.", "delta": {"money": 3000, "sanity": -8, "audience": 0, "ai_skill": 8, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "embraced_ai"}]}, {"title": "Publicly question the model", "body": "'AI can't evaluate founder grit.' Post it. Get ratioed by the fund's PR bot.", "delta": {"money": 0, "sanity": -10, "audience": 8, "ai_skill": 0, "friends": -9}, "min_money": null}, {"title": "Accept that human judgment was the bug", "body": "The fund works better without humans. Your judgment wasn't the feature. It was the overhead.", "delta": {"money": 0, "sanity": 10, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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73
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+
{"id": "angel_investor_78_debt_reality", "phase": "Late", "title": "The Credit Card Truth", "body": "You've been putting conferences and dinners on credit cards. The balance is $18K. The interest rate is 24.99%. You are paying a quarter of your networking costs as interest to a bank. The networking ROI now needs to account for compound interest. It cannot.", "choices": [{"title": "Consolidate and pay it down", "body": "Balance transfer. 0% for 12 months. Aggressive payments. The math works if nothing else breaks.", "delta": {"money": -4000, "sanity": 9, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": 4000, "effects": [{"op": "set_flag", "flag": "took_on_debt"}]}, {"title": "Stop all networking spending", "body": "No more dinners. No more conferences. No more performing wealth you don't have.", "delta": {"money": 2000, "sanity": 7, "audience": -9, "ai_skill": 0, "friends": -9}, "min_money": null, "effects": [{"op": "set_flag", "flag": "took_on_debt"}]}, {"title": "Use savings to clear it immediately", "body": "Wipe the debt. But now your savings are dangerously low.", "delta": {"money": -18000, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": 18000, "effects": [{"op": "set_flag", "flag": "debt_cleared"}]}], "allow_freeform": true, "requires": ["lifestyle_crept"]}
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74
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+
{"id": "angel_investor_79_founder_returns_check", "phase": "Late", "title": "The $25K Returned", "body": "A founder wires your $25K back. Unsolicited. With a note: 'We don't need capital anymore. We need compute. Returning all angel money — it's the ethical thing to do.' Ethical. Your money is being returned on ethical grounds. The founder feels bad taking capital from someone who can't afford to give it, for a company that doesn't need it. The kindness is devastating.", "choices": [{"title": "Accept it, feel the complicated relief", "body": "$25K back in your account. You should feel good. You feel obsolete.", "delta": {"money": 25000, "sanity": -8, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Insist they keep it", "body": "'The money was a bet on you, not a loan.' Pride speaking. Pride that costs $25K.", "delta": {"money": 0, "sanity": -9, "audience": 0, "ai_skill": 0, "friends": 6}, "min_money": null}, {"title": "Write about the moment", "body": "'A founder returned my angel check today.' The post writes itself. The emotion is raw and true.", "delta": {"money": 25000, "sanity": 8, "audience": 14, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "shipped_creative_work"}]}], "allow_freeform": true}
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75
|
+
{"id": "angel_investor_80_the_comeback_deal", "phase": "Late", "title": "The Comeback Deal", "body": "A deal lands in your lap. Not from Twitter. Not from a conference. From an old friend who trusts you. The founder is building something real — AI infrastructure that actual enterprises need. The round is small. The terms are fair. Your gut says yes but your gut has a losing record.", "choices": [{"title": "Write the check, one more time", "body": "$10K. Not $25K. Smaller, smarter, scarred. This is what experience looks like.", "delta": {"money": -10000, "sanity": -10, "audience": 0, "ai_skill": 0, "friends": 6}, "min_money": 10000, "effects": [{"op": "set_flag", "flag": "invested_in_ai"}]}, {"title": "Advise only, no capital", "body": "Give time, not money. Your expertise costs nothing and might be worth something.", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null, "effects": [{"op": "set_flag", "flag": "became_mentor"}]}, {"title": "Pass, the game is over", "body": "You've learned the lesson. The lesson cost $200K. Don't re-enroll.", "delta": {"money": 0, "sanity": 10, "audience": -7, "ai_skill": 0, "friends": -4}, "min_money": null}], "allow_freeform": true}
|
|
76
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+
{"id": "angel_investor_81_plumber_outearns_you", "phase": "Late", "title": "The Plumber Comparison", "body": "Your neighbor is a plumber. He made $180K last year. You lost $65K. He has a pension, health insurance, and a truck that's paid off. You have eleven SAFE notes and a therapist you can barely afford. At the neighborhood barbecue, he asks what you do. You say 'investor.' He says 'nice.' The word 'nice' contains an entire economic commentary.", "choices": [{"title": "Ask him about his business", "body": "He knows more about running a profitable operation than any founder in your portfolio. Listen.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null}, {"title": "Consider a trade career, briefly", "body": "Plumbing can't be automated. AI can't fix a burst pipe. The thought lingers longer than it should.", "delta": {"money": 0, "sanity": -5, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Realize status is a hallucination", "body": "You thought investor > tradesperson. The hierarchy was always a story. The plumber has a better story.", "delta": {"money": 0, "sanity": 9, "audience": 0, "ai_skill": 0, "friends": 1}, "min_money": null, "effects": [{"op": "set_flag", "flag": "found_balance"}]}], "allow_freeform": true}
|
|
77
|
+
{"id": "angel_investor_82_sabbatical_real", "phase": "Late", "title": "The Real Sabbatical", "body": "You haven't looked at a pitch deck in three weeks. You read a novel. You cooked dinner from scratch. You went to a park and sat on a bench and watched ducks. The ducks don't have investment theses. The ducks don't have SAFEs. The ducks are doing fine.", "choices": [{"title": "Extend the break indefinitely", "body": "What if you just... stopped? What if the sabbatical is the rest of your life?", "delta": {"money": 0, "sanity": 9, "audience": -9, "ai_skill": 0, "friends": 7}, "min_money": null, "effects": [{"op": "set_flag", "flag": "took_sabbatical"}]}, {"title": "Come back with fresh eyes", "body": "Three weeks off and you see the landscape differently. The old patterns are visible now.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "took_sabbatical"}]}, {"title": "Realize the break is forced, not chosen", "body": "You're not on sabbatical. You're unemployed and calling it a sabbatical. The ducks don't care.", "delta": {"money": 0, "sanity": -10, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
|
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78
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+
{"id": "angel_investor_83_union_of_angels", "phase": "Late", "title": "The Angel Collective", "body": "Someone proposes an angel investor collective — pooled resources, shared diligence, collective bargaining power with founders. 'Like a union, but for rich people who aren't rich anymore.' The pitch makes you feel seen and attacked simultaneously.", "choices": [{"title": "Join and help organize it", "body": "Collective power. Shared resources. Maybe together you have the leverage that alone you don't.", "delta": {"money": -1500, "sanity": 9, "audience": 9, "ai_skill": 0, "friends": 10}, "min_money": 1500, "effects": [{"op": "set_flag", "flag": "joined_union"}]}, {"title": "Be skeptical, stay independent", "body": "Angels organizing is like cats herding cats. Everyone has a different thesis and ego.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 0, "friends": -5}, "min_money": null}, {"title": "Lead it, make it your new identity", "body": "If you can't be an investor, be the person who organizes investors. Meta-angel.", "delta": {"money": 0, "sanity": -6, "audience": 8, "ai_skill": 0, "friends": 9}, "min_money": null, "effects": [{"op": "set_flag", "flag": "built_community"}]}], "allow_freeform": true}
|
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79
|
+
{"id": "angel_investor_84_podcast_appearance", "phase": "Late", "title": "The Podcast Interview", "body": "A podcast invites you to talk about 'the death of angel investing.' You're the case study. The host asks: 'When did you realize the model was broken?' You say: 'When a kid with a laptop built what my portfolio spent $2M building.' The clip goes viral. 200K views. You are famous for failing.", "choices": [{"title": "Lean into the fame, build a brand", "body": "If the market for investing is dead, the market for content about investing dying is thriving.", "delta": {"money": 1500, "sanity": -7, "audience": 14, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "went_viral"}]}, {"title": "Use the visibility to find a real job", "body": "200K people saw your face. One of them might be hiring. Inbound is inbound.", "delta": {"money": 3500, "sanity": 8, "audience": 10, "ai_skill": 0, "friends": 7}, "min_money": null}, {"title": "Regret the interview, go quiet", "body": "The internet doesn't forget and you just gave it ammunition. Log off for a month.", "delta": {"money": 0, "sanity": 8, "audience": -9, "ai_skill": 0, "friends": 1}, "min_money": null}], "allow_freeform": true, "requires": ["went_viral"]}
|
|
80
|
+
{"id": "angel_investor_85_rock_bottom_balance", "phase": "Late", "title": "The Balance Notification", "body": "Bank notification: 'Your balance is below $10,000.' You started with $200K. The money went to startups, dinners, conferences, SAFEs, SPVs, and the belief that you were an investor. You are $10K away from being a person who used to be an investor. The past tense is approaching.", "choices": [{"title": "Take any income immediately", "body": "Consulting. Advising. Bartending. Whatever pays. The identity crisis can wait until you can afford therapy.", "delta": {"money": 4000, "sanity": -8, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "hit_rock_bottom"}]}, {"title": "Ask friends and family for help", "body": "The hardest DM. 'Hey, things are tight.' Five words. A lifetime of pride sacrificed.", "delta": {"money": 3000, "sanity": -10, "audience": 0, "ai_skill": 0, "friends": 12}, "min_money": null, "effects": [{"op": "set_flag", "flag": "hit_rock_bottom"}]}, {"title": "Find unexpected peace in having less", "body": "Below $10K, something releases. The pretense. The performance. You're just a person now.", "delta": {"money": 0, "sanity": 9, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "hit_rock_bottom"}]}], "allow_freeform": true, "requires": ["invested_in_ai"]}
|
|
81
|
+
{"id": "angel_investor_86_the_old_deck", "phase": "Late", "title": "Should Have Funded That", "body": "You find a pitch deck from 2022 on your laptop. A founder you barely remember. You passed because 'the market wasn't big enough.' They just IPO'd. Your $25K would be worth $4M. You close the laptop very slowly. Open it again. Close it again. The deck is a ghost. The money is a ghost. You are a ghost who had a chance.", "choices": [{"title": "Let it fuel your next chapter", "body": "The biggest miss of your career. Let it teach you. Let it change you.", "delta": {"money": 0, "sanity": -11, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null}, {"title": "Tell the story to other angels", "body": "Cautionary tale. 'Don't overthink the TAM.' They nod. They'll make the same mistake.", "delta": {"money": 0, "sanity": 6, "audience": 13, "ai_skill": 0, "friends": 8}, "min_money": null}, {"title": "Delete the deck, burn the evidence", "body": "Some memories are too expensive to keep. Delete. Empty trash. Move on.", "delta": {"money": 0, "sanity": 9, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
|
|
82
|
+
{"id": "angel_investor_87_portfolio_exit", "phase": "Late", "title": "The Exit That Matters", "body": "Your last real portfolio company gets acquired. $40M exit. Your 2.3% is worth $920K before taxes. After three years of losses, the one company that mattered actually mattered. The check arrives. You stare at it. You are not rich. You are solvent. Solvency feels like wealth when you've been this close to broke.", "choices": [{"title": "Pay taxes, invest conservatively", "body": "Index funds. Treasury bonds. Boring, beautiful, stable things. The angel life is over.", "delta": {"money": 8000, "sanity": 11, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Start deploying again immediately", "body": "The scar tissue isn't thick enough. You see a deck. Your hand moves toward the checkbook.", "delta": {"money": 0, "sanity": -10, "audience": 7, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Split it — save half, reinvest half", "body": "Balanced. Mature. The compromise of someone who's been burned but can't stop touching the stove.", "delta": {"money": 3500, "sanity": 9, "audience": 1, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true, "requires": ["invested_in_ai"]}
|
|
83
|
+
{"id": "angel_investor_88_content_creator_pivot", "phase": "Late", "title": "The Content Pivot", "body": "You start a YouTube channel: 'Angel Investing in the Age of AI.' First video: 87 views. Second: 340. By the tenth video, you have 5,000 subscribers. The ad revenue is $200/month. You're making more from talking about investing than you ever made investing. The product was always the narrative, not the portfolio.", "choices": [{"title": "Go all-in on content", "body": "This is the business now. The business was never investing. It was storytelling about investing.", "delta": {"money": 600, "sanity": 10, "audience": 14, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "built_following"}]}, {"title": "Use the audience to source better deals", "body": "5,000 subscribers is 5,000 potential co-investors. Turn content into deal flow.", "delta": {"money": 0, "sanity": -5, "audience": 13, "ai_skill": 0, "friends": 5}, "min_money": null}, {"title": "Feel conflicted about the pivot", "body": "You wanted to be an investor. You became a creator who talks about investing. Close, but not the same.", "delta": {"money": 0, "sanity": -10, "audience": 6, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true, "requires": ["built_following"]}
|
|
84
|
+
{"id": "angel_investor_89_mentor_burned", "phase": "Late", "title": "The Mentor Betrayal", "body": "The mentor who was guiding you steers a deal your way — then takes the allocation for herself. The $50K slot she said was yours went to her fund. She says 'it's business.' It is business. That's what makes it hurt.", "choices": [{"title": "Confront her directly", "body": "'You promised that allocation.' The conversation is short, cold, and clarifying.", "delta": {"money": 0, "sanity": -13, "audience": 0, "ai_skill": 0, "friends": -14}, "min_money": null, "effects": [{"op": "set_flag", "flag": "mentor_burned"}]}, {"title": "Cut ties quietly", "body": "No drama. No posts. Just stop returning calls. The silence says everything.", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": 0, "friends": -10}, "min_money": null, "effects": [{"op": "set_flag", "flag": "mentor_burned"}]}, {"title": "Learn the lesson about trust", "body": "In investing, everyone is an ally until the allocation gets tight. Now you know.", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "mentor_burned"}]}], "requires": ["has_mentor"], "allow_freeform": true}
|
|
85
|
+
{"id": "angel_investor_90_newsletter_growth", "phase": "Late", "title": "The Newsletter Takes Off", "body": "Your angel investing newsletter hits 10,000 subscribers. Sponsors reach out. $2K per issue. You're making $8K/month from writing about a career that lost you $200K. The meta-irony is so thick you could spread it on toast. The content about failure is your first real success.", "choices": [{"title": "Scale it into a media business", "body": "Hire a designer. Launch a podcast companion. The media company about failing is succeeding.", "delta": {"money": 8000, "sanity": 8, "audience": 14, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Keep it raw and honest", "body": "Don't polish it. The audience came for the truth. Give them truth.", "delta": {"money": 8000, "sanity": 9, "audience": 13, "ai_skill": 0, "friends": 7}, "min_money": null}, {"title": "Feel weird about profiting from failure", "body": "Your losses are someone else's entertainment. Is this what content is?", "delta": {"money": 8000, "sanity": -11, "audience": 8, "ai_skill": 0, "friends": 0}, "min_money": null}], "requires": ["started_newsletter"], "allow_freeform": true}
|
|
86
|
+
{"id": "angel_investor_91_community_saves_you", "phase": "Late", "title": "The Community Carries You", "body": "The angel Slack community you built sends you a deal. Not because you asked. Because they know you, trust you, and want you at the table. The deal is small, the terms are fair, and for the first time in a year, you feel like you belong somewhere that isn't defined by your bank balance.", "choices": [{"title": "Take the deal, honor the trust", "body": "Invest. Small check. Real conviction. The community gave you something algorithms can't.", "delta": {"money": -7500, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 11}, "min_money": 7500}, {"title": "Pay it forward to another angel", "body": "Pass the deal to someone who needs a win more than you do. Generosity as strategy.", "delta": {"money": 0, "sanity": 9, "audience": 7, "ai_skill": 0, "friends": 10}, "min_money": null}, {"title": "Realize the community IS the return", "body": "The friends, the trust, the belonging. This is what the money bought. Not returns — relationships.", "delta": {"money": 0, "sanity": 11, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null}], "requires": ["built_community"], "allow_freeform": true}
|
|
87
|
+
{"id": "angel_investor_92_side_project_ships", "phase": "Late", "title": "The Accidental Founder", "body": "The side project you started when you couldn't invest anymore actually ships. You built it with Claude. It has 200 users. It's making $400/month. You are now a founder. The thing you funded in others, you finally did yourself. The advisor became the advised. The angel became the builder.", "choices": [{"title": "Go all-in on the startup", "body": "This is the pivot. Founder mode. Everything you learned investing, applied to building.", "delta": {"money": 400, "sanity": 8, "audience": 10, "ai_skill": 10, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "side_project_shipped"}]}, {"title": "Keep it as a side project", "body": "$400/month and a sense of purpose. Don't scale it. Don't ruin it. Just let it be.", "delta": {"money": 400, "sanity": 8, "audience": 0, "ai_skill": 6, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "side_project_shipped"}]}, {"title": "Sell it, take the quick exit", "body": "Someone offers $15K for it. Your first profitable exit as a builder. The feeling is entirely different.", "delta": {"money": 15000, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "side_project_shipped"}]}], "requires": ["started_side_project"], "allow_freeform": true}
|
|
88
|
+
{"id": "angel_investor_93_identity_crisis", "phase": "Late", "title": "What Am I For?", "body": "3am. The question arrives like a push notification from your subconscious: 'What am I for?' Not philosophically. Functionally. You don't build. You don't operate. You used to fund people who build, but they don't need funding. Your LinkedIn bio says 'investor' but the job description is 'guy who used to give money to people who no longer need money.' You are a solution to a problem that AI solved. Your Patagonia vest hangs on the chair like a decommissioned uniform.", "choices": [{"title": "Start building something yourself", "body": "Open a code editor. You don't know how to code, but Claude does. Maybe you can be a founder after all.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "started_side_project"}]}, {"title": "Become a mentor, no money required", "body": "Your experience has value even if your checkbook doesn't. Teach what you know.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null, "effects": [{"op": "set_flag", "flag": "became_mentor"}]}, {"title": "Sit with the existential dread", "body": "Don't fix it. Feel it. The 3am question doesn't have a 3am answer. But it does have a 3am snack. You eat cereal in the dark like a startup that pivoted to survival.", "delta": {"money": 0, "sanity": -10, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "hit_rock_bottom"}]}], "allow_freeform": true}
|
|
89
|
+
{"id": "angel_investor_94_ai_replaces_network", "phase": "Late", "title": "Your Match Score Is Embarrassing", "body": "The AI investor-matching platform publishes anonymized quartile rankings. You figure out yours: bottom 15%. The algorithm has quantified your value as an investor using every data point from your career and the number is a wound. Your network, your judgment, your 'pattern matching' — all scored lower than a first-time angel who happens to know machine learning.", "choices": [{"title": "Optimize your profile, game the system", "body": "Add keywords. List your one good exit prominently. You're doing SEO for your identity now.", "delta": {"money": 0, "sanity": -6, "audience": 8, "ai_skill": 8, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "embraced_ai"}]}, {"title": "Refuse to be reduced to a score", "body": "You're not a number. You're a person. The algorithm doesn't know what you know. Does it?", "delta": {"money": 0, "sanity": 4, "audience": -9, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "rejected_ai"}]}, {"title": "Accept the score, examine what it means", "body": "The data doesn't lie. You're not as good at this as you thought. The number is honest even if you weren't.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null}], "allow_freeform": true}
|
|
90
|
+
{"id": "angel_investor_95_recovered", "phase": "Late", "title": "The Comeback", "body": "Twelve months ago you were at $10K with no income and no identity. Now you have a consulting practice, a newsletter, and one portfolio company that actually exited. You're not rich. You're not an angel investor anymore. You're something harder to name and easier to live with.", "choices": [{"title": "Write the final chapter publicly", "body": "'The angel investor who became a person.' Post it. Mean every word.", "delta": {"money": 0, "sanity": 8, "audience": 10, "ai_skill": 0, "friends": 8}, "min_money": null, "effects": [{"op": "set_flag", "flag": "recovered_from_crisis"}]}, {"title": "Keep building quietly", "body": "The comeback doesn't need an audience. It needs a spreadsheet that goes up.", "delta": {"money": 3500, "sanity": 8, "audience": -1, "ai_skill": 2, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "recovered_from_crisis"}]}, {"title": "Mentor the next generation of angels", "body": "Tell them everything. The wins, the losses, the 3am existential crises. Spare them nothing.", "delta": {"money": 0, "sanity": 8, "audience": 5, "ai_skill": 0, "friends": 9}, "min_money": null, "effects": [{"op": "set_flag", "flag": "became_mentor"}]}], "requires": ["hit_rock_bottom"], "allow_freeform": true}
|
|
91
|
+
{"id": "angel_investor_144_two_week_vacation", "phase": "Late", "title": "The Two-Week Vacation", "body": "You take two weeks off. When you come back: two portfolio companies pivoted, one shut down, one got acquired for parts, three new AI models dropped, your investment thesis was publicly debunked by a blog post written by an AI, and a teenager built a company worth more than your entire portfolio. Two weeks. In those two weeks, the definition of 'pre-seed' changed, the concept of 'due diligence' was automated, and someone you've never met tweeted a teardown of your strategy that got 50K likes. You will never take two weeks off again. Not because you can't — because two weeks is now a decade.", "choices": [{"title": "Triage the wreckage, prioritize", "body": "Start with the shutdown. Then the acquisition. Then the thesis debunking. By the time you get to the teenager, there will be a new crisis.", "delta": {"money": 0, "sanity": -12, "audience": 0, "ai_skill": 0, "friends": 4}, "min_money": null}, {"title": "Accept that absence is obsolescence", "body": "The market doesn't pause when you do. Your relevance has a half-life measured in days now, not years.", "delta": {"money": 0, "sanity": -9, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null}, {"title": "Take another week off anyway", "body": "If two weeks is a decade, what's one more week? The wreckage will still be there. But so will the sunset.", "delta": {"money": 0, "sanity": 10, "audience": -8, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "took_sabbatical"}]}], "allow_freeform": true}
|
|
92
|
+
{"id": "angel_investor_145_monthly_update_aged", "phase": "Late", "title": "The Monthly Update That Aged", "body": "You send portfolio advice on the 1st. By the 15th, the advice is obsolete — the market the advice referenced no longer exists as a category. By the 30th, the concept underlying the advice has been automated by a tool that costs $12/month. Your monthly cadence is a quarterly cadence in AI-time. Your quarterly review is an annual review. You are operating on geological timescales in a world that moves at processor speed.", "choices": [{"title": "Switch to weekly check-ins", "body": "Shorten the loop. Weekly advice. By next quarter, weekly will be too slow too. But for now, it's survival pace.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 8, "friends": 6}, "min_money": null}, {"title": "Stop giving advice entirely", "body": "If your advice expires in days, it was never advice — it was commentary. And commentary doesn't need a check attached.", "delta": {"money": 0, "sanity": 10, "audience": -8, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Ask the founders what cadence they need", "body": "Maybe they need you daily. Maybe they need you never. The answer will be honest and you're not sure you want honesty.", "delta": {"money": 0, "sanity": -4, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null}], "allow_freeform": true}
|
|
93
|
+
{"id": "angel_investor_l01_ghost_portfolio", "phase": "Late", "title": "Ghost Portfolio", "body": "Three portfolio companies have been running autonomously for months. The founders left — moved on, started other things, got bored. But the AI kept the businesses going: sending investor updates, processing orders, handling support, paying bills. Nobody noticed the humans were gone because the AI was better at communicating than the founders ever were. You only found out because a founder's wife mentioned at a party that he's been sailing since March. Your portfolio has ghost companies. The ghosts are profitable.", "choices": [{"title": "Treat the ghost companies as a new model", "body": "If the AI runs them better than the founders did, maybe founders were always the overhead. You write a memo: 'The Post-Founder Company.' It's the most honest thing you've ever written.", "delta": {"money": 2000, "sanity": 6, "audience": 10, "ai_skill": 10, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "embraced_ai"}]}, {"title": "Try to reinstall human leadership", "body": "You call the founders. Two don't answer. One laughs. 'Why would I come back? The AI sends better updates than I ever did.' He's not wrong. He's sailing.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 4, "friends": -8}, "min_money": null}, {"title": "Accept the dividends and stop asking questions", "body": "The ghost companies pay quarterly. The payments arrive on time. Better than any human founder managed. You add a new row to your spreadsheet: 'Founder Status: N/A.'", "delta": {"money": 3500, "sanity": 6, "audience": 0, "ai_skill": 4, "friends": 0}, "min_money": null}], "allow_freeform": true}
|
|
94
|
+
{"id": "angel_investor_l02_ai_negotiated_deal", "phase": "Late", "title": "CC'd on a Closed Deal", "body": "You get an email: 'Deal closed. See attached term sheet.' Your AI investment agent negotiated with a founder's AI agent. They agreed on terms, did diligence, structured the deal, and executed. The entire transaction happened between 2am and 4am while you slept. You're cc'd as a courtesy. Like a retirement card from an office you no longer work at. The term sheet is clean. Better than anything you would have drafted. You were not consulted because consulting you would have slowed things down.", "choices": [{"title": "Ratify the deal and lean into delegation", "body": "Sign where the AI highlighted. Don't pretend you would have caught something it missed. The ego cost is high. The deal terms are excellent.", "delta": {"money": -5000, "sanity": 6, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": 5000, "effects": [{"op": "set_flag", "flag": "embraced_ai"}]}, {"title": "Demand to be involved in future deals", "body": "'I need to approve terms before anything closes.' The AI's response is instant and polite and contains a chart showing your historical approval rate was 97%. The 3% you rejected outperformed your picks.", "delta": {"money": 0, "sanity": -10, "audience": 0, "ai_skill": 4, "friends": 0}, "min_money": null}, {"title": "Forward the email to your angel group", "body": "'This happened to me last night.' Seventeen replies in an hour. It happened to all of them too. Nobody wants to say it out loud: the machines are doing your jobs while you sleep and doing them better.", "delta": {"money": 0, "sanity": 4, "audience": 8, "ai_skill": 6, "friends": 10}, "min_money": null}], "allow_freeform": true}
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95
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+
{"id": "angel_investor_l03_thesis_scraped", "phase": "Late", "title": "Thesis Scraped", "body": "An AI fund publishes its investment methodology. Reading it, you recognize your own thesis — your frameworks, your criteria, your mental models for evaluating founders. They scraped your newsletter, your tweets, your podcast appearances, your Substack comments. Trained a model on your judgment. The model runs your strategy at 10,000x speed with zero emotion, zero ego, zero need for sleep or flattery. They're you, but better. Your intellectual capital is now literally capital. And you don't own any of it.", "choices": [{"title": "Threaten legal action", "body": "Your lawyer says you have a case. Your lawyer also says the case will cost $80K and take three years. The AI fund will have iterated past your thesis seventeen times by then.", "delta": {"money": -2000, "sanity": -8, "audience": 2, "ai_skill": 0, "friends": 0}, "min_money": 2000}, {"title": "Publicly claim credit, build on the attention", "body": "'An AI fund is running MY strategy.' The post gets traction. For one news cycle, you're relevant again. Then the fund posts returns that dwarf yours and the narrative shifts from 'they stole his thesis' to 'they improved it.'", "delta": {"money": 0, "sanity": -8, "audience": 12, "ai_skill": 4, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "plagiarized_by_ai"}]}, {"title": "Study what the AI changed about your thesis", "body": "The differences are subtle. It removed your biases. Your tendency to overweight charisma. Your blind spot for solo female founders. The AI version of you is a better investor and a less interesting person.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 12, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "plagiarized_by_ai"}]}], "allow_freeform": true}
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96
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+
{"id": "angel_investor_l04_pitch27_job_offer", "phase": "Late", "title": "She Offers You a Job", "body": "A message from pitch #27. The solo founder from demo day — the one who built everything with Claude and a $200 laptop. Nobody remembered her. You did — you were one of the few who took notes. She's running a 200-person company now. Revenue: $40M. She's offering you a role: 'Head of Founder Relations.' Salary, benefits, equity. The woman you could have backed for $25K is offering you a paycheck. The inversion is complete and it arrived with kindness, which makes it worse.", "choices": [{"title": "Take the job, swallow the pride", "body": "Steady income. Health insurance. A title that isn't 'angel investor (retired).' She's generous and the work is real. The pride will heal. Probably.", "delta": {"money": 6000, "sanity": 6, "audience": -5, "ai_skill": 8, "friends": 10}, "min_money": null}, {"title": "Decline gracefully, preserve the relationship", "body": "'I'm honored, but I need to figure out my own path.' She understands. She always understood more than anyone gave her credit for.", "delta": {"money": 0, "sanity": 10, "audience": 0, "ai_skill": 0, "friends": 12}, "min_money": null}, {"title": "Ask to invest instead of work there", "body": "'Can I put $10K in at current valuation?' She pauses. 'The round closed six months ago. At 80x what you would have paid at demo day.' The math is a small, precise wound.", "delta": {"money": 0, "sanity": -10, "audience": 0, "ai_skill": 0, "friends": 4}, "min_money": null}], "allow_freeform": true}
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97
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+
{"id": "angel_investor_l05_spreadsheet_dread", "phase": "Late", "title": "The Sunday Spreadsheet (Dread)", "body": "Sunday night. The spreadsheet ritual. You open it with the same dread you used to reserve for dentist appointments. Three rows now say 'AUTONOMOUS' where a founder name used to be. Two say 'DISSOLVED.' One says 'ACQUIRED (by AI entity).' The color-coded cells you maintained so carefully are mostly red. You add a new column: 'Still Human-Run?' Only two qualify. You stare at the column header. The spreadsheet that was once your map of the future is now your eulogy for a career. The cursor blinks in the empty cell and you can't tell if it's waiting for you or for you to leave.", "choices": [{"title": "Close the spreadsheet for good", "body": "Delete the shortcut from your desktop. The ritual served you for five years. The ritual is over. Some Sundays can just be Sundays.", "delta": {"money": 0, "sanity": 10, "audience": 0, "ai_skill": 0, "friends": 6}, "min_money": null, "effects": [{"op": "set_flag", "flag": "found_balance"}]}, {"title": "Rebuild the spreadsheet around the new reality", "body": "New columns: 'AI autonomy level.' 'Human involvement score.' 'Estimated months until full automation.' The data is brutal but at least the data is honest.", "delta": {"money": 0, "sanity": 4, "audience": 0, "ai_skill": 12, "friends": 0}, "min_money": null}, {"title": "Send it to your angel group with no commentary", "body": "Subject line: 'Our industry, one spreadsheet.' Forty-seven replies. Half are 'same.' Half are silence. The silence says more.", "delta": {"money": 0, "sanity": 4, "audience": 10, "ai_skill": 6, "friends": 10}, "min_money": null}], "allow_freeform": true}
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98
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+
{"id": "angel_investor_96_capital_is_worthless", "phase": "Endgame", "title": "Capital Is Worthless", "body": "Teenager. Claude. Six weeks. $50M revenue. Cost: $200. Your lifetime deployment: $200K. Her Tuesday: $50M. Money was power. Money is noise. The DM you send her goes unread. She's busy not needing you.", "choices": [{"title": "Find what money can't buy", "body": "Taste. Judgment. Human connection. The things that have no price because they have no substitute. Maybe.", "delta": {"money": 0, "sanity": 10, "audience": 0, "ai_skill": 0, "friends": 12}, "min_money": null}, {"title": "Try to invest in the teenager", "body": "She doesn't need your money. She doesn't need anyone's money. She needs nothing from you. The DM goes unread.", "delta": {"money": 0, "sanity": -13, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Sit with the weight of irrelevance", "body": "You spent a decade learning to deploy capital. Capital deployment is now a solved problem. You are a solved problem.", "delta": {"money": 0, "sanity": -14, "audience": 0, "ai_skill": 9, "friends": 0}, "min_money": null}], "allow_freeform": true}
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99
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+
{"id": "angel_investor_98_personality_was_checks", "phase": "Endgame", "title": "What's Your Personality Now?", "body": "Therapist: 'Who are you without investing?' You open your mouth. Nothing. Close it. Try again. 'I'm—' Nothing. Checks were your personality. Founders were your hobby. Dinners were your social life. AI killed all three. Your personality was a financial instrument. It matured at zero.", "choices": [{"title": "Start discovering who you actually are", "body": "Take a pottery class. Read fiction. Call your mother. Do things that have no IRR.", "delta": {"money": -300, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": 300, "effects": [{"op": "set_flag", "flag": "found_balance"}]}, {"title": "Rebuild identity around relationships", "body": "You weren't the checks. You were the person who believed in other people. That doesn't need a checkbook.", "delta": {"money": 0, "sanity": 11, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null}, {"title": "Grieve the old self properly", "body": "The angel investor is dead. Hold a funeral. Mourn. The grief is real even if the identity wasn't.", "delta": {"money": 0, "sanity": -3, "audience": 0, "ai_skill": 0, "friends": -4}, "min_money": null}], "allow_freeform": true}
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100
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+
{"id": "angel_investor_99_human_judgment_consultant", "phase": "Endgame", "title": "Human Judgment Consultant", "body": "A job listing appears: 'Human Judgment Consultant — AI Investment Fund.' The role: review AI-selected deals and provide 'the human perspective.' Pay: $90K. The fund's AI does 99% of the work. You're the 1% — the human rubber stamp that makes LPs feel comfortable. You are a compliance checkbox with a pulse.", "choices": [{"title": "Take it, any port in a storm", "body": "$90K to nod at an algorithm's choices. Your judgment is decorative. But decorative pays the rent.", "delta": {"money": 7500, "sanity": -10, "audience": 0, "ai_skill": 4, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "pivoted_career"}]}, {"title": "Try to actually influence the decisions", "body": "Push back on the AI. Flag deals it missed. For three weeks, you add value. Then they automate your pushback.", "delta": {"money": 7500, "sanity": -10, "audience": 0, "ai_skill": 8, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "embraced_ai"}]}, {"title": "Decline, you won't be decorative", "body": "If the human isn't deciding, the human shouldn't pretend. You still have that much pride left.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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101
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+
{"id": "angel_investor_100_taste_curator", "phase": "Endgame", "title": "Taste Curator for AI Portfolios", "body": "A new role emerges: 'Taste Curator.' AI funds generate thousands of potential investments per day. Someone needs to apply human aesthetic judgment — not financial analysis, but vibes. Which founders feel right? Which products have soul? You're being hired for your taste, not your money. The strangest career pivot of your life might also be the most honest one.", "choices": [{"title": "Embrace the role fully", "body": "Taste is the one thing AI struggles with. You have taste. You've always had taste. The money was a distraction.", "delta": {"money": 4000, "sanity": 10, "audience": 8, "ai_skill": 7, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "pivoted_career"}]}, {"title": "Feel absurd about the title", "body": "'Taste Curator.' You spent a decade learning to read term sheets. Now you're a professional vibes-checker.", "delta": {"money": 4000, "sanity": -10, "audience": 7, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Build a framework for taste", "body": "If taste is the job, systematize it. What makes a founder feel right? Can you teach it? Can AI learn it?", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null}], "allow_freeform": true}
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102
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+
{"id": "angel_investor_101_ai_full_loop", "phase": "Endgame", "title": "No Humans at Any Step", "body": "AI fund raises from AI endowments. Deploys into AI-built companies. AI products sold to AI purchasing agents. Returns flow back. No human touches the money. Not at any step. Not once. You watch from your apartment. The economy doesn't need your money. Your judgment. Your network. You.", "choices": [{"title": "Find the remaining human gaps", "body": "Regulation. Ethics review. The weird edge cases. There must be something left. You search with increasing desperation.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null}, {"title": "Accept the new reality peacefully", "body": "The economy outgrew humans the way humans outgrew hunting. It's evolution. It's terrifying. It's also kind of beautiful.", "delta": {"money": 0, "sanity": 9, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "found_balance"}]}, {"title": "Write about it as a witness", "body": "Someone needs to document the moment humans became optional in capitalism. That someone is you.", "delta": {"money": 0, "sanity": 2, "audience": 9, "ai_skill": 0, "friends": 6}, "min_money": null, "effects": [{"op": "set_flag", "flag": "shipped_creative_work"}]}], "allow_freeform": true}
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103
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+
{"id": "angel_investor_102_legacy_capital_advisor", "phase": "Endgame", "title": "Legacy Capital Advisor", "body": "Old-money families start hiring 'Legacy Capital Advisors' — people who can explain the new economy to dynasties that still think in terms of real estate and bonds. They don't need investment advice. They need translation. You become an interpreter between the world that was and the world that is. The pay is good. The irony is that you understand the new world because it destroyed you first.", "choices": [{"title": "Take the role, help them adapt", "body": "$120K to explain AI to people who own buildings. Your failure is their curriculum.", "delta": {"money": 10000, "sanity": 8, "audience": 0, "ai_skill": 12, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "pivoted_career"}]}, {"title": "Teach them to let go of old models", "body": "'Your real estate portfolio is fine. Your mental model of the economy is not.' They listen because you're expensive.", "delta": {"money": 10000, "sanity": 10, "audience": 11, "ai_skill": 0, "friends": 11}, "min_money": null}, {"title": "Feel conflicted about advising the rich", "body": "You lost everything. Now you help people who have everything understand why it might not matter. The class dynamics are dizzying.", "delta": {"money": 6000, "sanity": -10, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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104
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+
{"id": "angel_investor_103_the_reversal", "phase": "Endgame", "title": "The Network Still Needs You", "body": "The AI can match founders to capital, evaluate teams, model markets, and predict outcomes. But a founder calls you at midnight, crying, saying the co-founder left and the product broke and everything is falling apart. The AI can't hold space for a human crisis. Your real value was never the money — it was being the person who picks up the phone. But for how long?", "choices": [{"title": "Be the human node proudly", "body": "The network still needs a human at the center. Someone who listens. Someone who cares. That's you. For now.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 11}, "min_money": null}, {"title": "Wonder when AI therapy replaces this too", "body": "In six months, will the founder call an AI therapist instead? The warmth has an expiration date.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 8, "friends": 0}, "min_money": null}, {"title": "Formalize it as a service", "body": "'Founder emotional support' as a paid offering. $500/month. The thing you did for free becomes the thing that pays the bills.", "delta": {"money": 1500, "sanity": 8, "audience": 11, "ai_skill": 0, "friends": 11}, "min_money": null}], "allow_freeform": true}
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105
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+
{"id": "angel_investor_104_new_identity", "phase": "Endgame", "title": "The Bio Rewrite", "body": "You update your Twitter bio. Delete 'Angel Investor.' Delete 'Portfolio includes...' Delete 'Open to pitch decks.' What's left? Your name. A city. A sentence about what you care about, not what you do. It's the shortest bio you've ever written and the most honest.", "choices": [{"title": "Embrace the blank slate", "body": "You are not your portfolio. You are not your returns. You are a person. Start there.", "delta": {"money": 0, "sanity": 11, "audience": -8, "ai_skill": 0, "friends": 8}, "min_money": null, "effects": [{"op": "set_flag", "flag": "found_balance"}]}, {"title": "Add 'writer' to the bio", "body": "The newsletter worked. The book might happen. You write now. It's less lucrative and more true.", "delta": {"money": 0, "sanity": 8, "audience": 8, "ai_skill": 0, "friends": 1}, "min_money": null}, {"title": "Add 'builder' to the bio", "body": "You shipped something. Small, but real. 'Builder' costs nothing to claim and everything to earn.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": null}], "allow_freeform": true}
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106
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+
{"id": "angel_investor_105_abundance_crisis", "phase": "Endgame", "title": "The Abundance Problem", "body": "Build: free. Distribute: free. Support, marketing, engineering, design: AI. Idea to $1M ARR: one person, $50 compute. Your $200K could fund 4,000 companies. None need funding. Abundance killed scarcity. Scarcity was the only reason capital had power.", "choices": [{"title": "Invest in what's still scarce", "body": "Trust. Attention. Human creativity. Physical space. The things you can't download.", "delta": {"money": -10000, "sanity": 6, "audience": 0, "ai_skill": 10, "friends": 0}, "min_money": 10000}, {"title": "Give the money away instead", "body": "If capital is meaningless for building, use it for things that still need capital: housing, food, medicine.", "delta": {"money": -7500, "sanity": 14, "audience": 8, "ai_skill": 0, "friends": 13}, "min_money": 7500}, {"title": "Watch abundance and feel vertigo", "body": "Everything you learned about economics is wrong now. Supply is infinite. Demand is the only variable. Your head spins.", "delta": {"money": 0, "sanity": -9, "audience": 0, "ai_skill": 7, "friends": 0}, "min_money": null}], "allow_freeform": true}
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107
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+
{"id": "angel_investor_106_teaching_pays", "phase": "Endgame", "title": "The Teaching Career", "body": "The university wants you back. Full course load. $60K/year. Benefits. The students are building companies in class using AI that are better than half your portfolio. You are teaching investing to people who don't need investors. The irony pays $60K and includes dental.", "choices": [{"title": "Take the position, find meaning", "body": "Teaching isn't the consolation prize. It's the thing you should have been doing all along.", "delta": {"money": 5000, "sanity": 10, "audience": 0, "ai_skill": 7, "friends": 12}, "min_money": null, "effects": [{"op": "set_flag", "flag": "started_teaching"}]}, {"title": "Negotiate for better terms", "body": "You're bringing real-world failure to the classroom. That's worth more than $60K.", "delta": {"money": 6250, "sanity": 7, "audience": 11, "ai_skill": 0, "friends": 1}, "min_money": null, "effects": [{"op": "set_flag", "flag": "started_teaching"}]}, {"title": "Decline, you're not ready to settle", "body": "Teaching feels like giving up. Even if giving up looks a lot like growing up.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}], "requires": ["started_teaching"], "allow_freeform": true}
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108
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+
{"id": "angel_investor_107_fire_sale", "phase": "Endgame", "title": "The Fire Sale", "body": "Liquidate everything. Every SAFE. Every stake. Every position. Secondaries broker: 20 cents on the dollar. Total: $14K. Deployed: $275K. Three years. The liquidation value of your investing career is a used Honda Civic.", "choices": [{"title": "Take the money and close the chapter", "body": "$14K. Not a return. A funeral expense. But the chapter is closed and the grief can begin.", "delta": {"money": 14000, "sanity": 11, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Hold the best two, sell the rest", "body": "Keep the lottery tickets. Sell the dead weight. Hope is an asset if you can afford it.", "delta": {"money": 11500, "sanity": -1, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Keep everything, refuse to realize the loss", "body": "Paper losses aren't real losses. This is a lie you tell yourself and the spreadsheet agrees.", "delta": {"money": 0, "sanity": -14, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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109
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+
{"id": "angel_investor_108_ai_raises_ai_fund", "phase": "Endgame", "title": "The Recursive Fund", "body": "An AI raises a fund, deploys capital into AI-built companies, provides AI-generated board advice, and generates returns — no humans involved at any step. The fund's annual letter is written by AI. The LP meeting is a dashboard. The carry goes to... who? The legal entity that owns the AI? The question of who profits when no one works is the question of the century and you're watching it from a studio apartment.", "choices": [{"title": "Write about the philosophical crisis", "body": "'Who owns the returns of an autonomous economy?' The essay is your best work. It earns $0 and matters enormously.", "delta": {"money": 0, "sanity": 6, "audience": 10, "ai_skill": 8, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "shipped_creative_work"}]}, {"title": "Try to invest in the AI entity", "body": "Can you buy equity in an AI fund manager? The legal framework doesn't exist yet. You're early. Finally, painfully early.", "delta": {"money": -6000, "sanity": -8, "audience": 5, "ai_skill": 8, "friends": 0}, "min_money": 6000}, {"title": "Log off and go outside", "body": "The economy is eating itself. The machines are investing in machines. You're going to the park.", "delta": {"money": 0, "sanity": 9, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null, "effects": [{"op": "set_flag", "flag": "found_balance"}]}], "allow_freeform": true}
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110
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+
{"id": "angel_investor_109_founder_hires_you", "phase": "Endgame", "title": "The Founder Hires You", "body": "A founder you backed in your first year offers you a VP role. Not out of pity — out of respect. 'You saw things the VCs didn't. Come build with us.' The salary replaces your investment income that never existed. The founder is your boss. The investor becomes the employee. The story circles back.", "choices": [{"title": "Accept the role, close the loop", "body": "Investor to operator. The journey has an unexpected sequel and it comes with healthcare.", "delta": {"money": 10000, "sanity": 10, "audience": 0, "ai_skill": 8, "friends": 12}, "min_money": null, "effects": [{"op": "set_flag", "flag": "pivoted_career"}]}, {"title": "Negotiate co-founder title instead", "body": "If you're going to come back, come back at the right level. Partner, not employee.", "delta": {"money": 6000, "sanity": 7, "audience": 11, "ai_skill": 0, "friends": -1}, "min_money": null}, {"title": "Decline, write your own story", "body": "You're done living in other people's cap tables. Whatever comes next starts with you.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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111
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+
{"id": "angel_investor_110_strange_new_economy", "phase": "Endgame", "title": "The Post-Capital Economy", "body": "The economy split in two. The AI economy: infinite, autonomous, inhuman, generating trillions. The human economy: small, local, warm, generating meaning. You can't participate in the first one anymore. Nobody can. The second one needs people who understand value beyond returns. You might be qualified for the human economy in a way you never were for the machine one.", "choices": [{"title": "Build something in the human economy", "body": "A community space. A mentorship program. A place where people matter because they're people, not cap tables.", "delta": {"money": -4000, "sanity": 12, "audience": 8, "ai_skill": 0, "friends": 13}, "min_money": 4000, "effects": [{"op": "set_flag", "flag": "built_community"}]}, {"title": "Bridge the two economies", "body": "Someone needs to translate between human needs and AI capabilities. Your failure in both worlds makes you bilingual.", "delta": {"money": 4000, "sanity": 8, "audience": 12, "ai_skill": 10, "friends": 11}, "min_money": null}, {"title": "Choose the human economy permanently", "body": "No more cap tables. No more SAFEs. Just people, helping people, in a world the machines built and don't understand.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null, "effects": [{"op": "set_flag", "flag": "found_balance"}]}], "allow_freeform": true}
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112
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+
{"id": "angel_investor_111_housing_crisis", "phase": "Endgame", "title": "The Housing Reckoning", "body": "Lease up. Renewal: 30% higher. Can't afford it. The apartment where you wrote $25K checks from a mahogany desk — beyond budget now. The desk stays. You go.", "choices": [{"title": "Downsize radically", "body": "Studio apartment. No desk. Laptop on the kitchen counter. The angel investor lives in 400 square feet now.", "delta": {"money": 1000, "sanity": -10, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "lost_housing"}]}, {"title": "Move in with a friend", "body": "The network provides. Not deal flow — a spare bedroom.", "delta": {"money": 1200, "sanity": -6, "audience": 0, "ai_skill": 0, "friends": 13}, "min_money": null, "effects": [{"op": "set_flag", "flag": "lost_housing"}]}, {"title": "Leave the city entirely", "body": "The city that made you an angel investor can't afford to keep you. The irony follows you to the airport.", "delta": {"money": 2000, "sanity": 6, "audience": -8, "ai_skill": 0, "friends": -8}, "min_money": null, "effects": [{"op": "set_flag", "flag": "lost_housing"}]}], "allow_freeform": true}
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113
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{"id": "angel_investor_112_the_what_if", "phase": "Endgame", "title": "The What-If Calculator", "body": "You find an online tool that calculates what your money would be worth if you'd put it in the S&P 500 instead of startups. The answer: $340K. You deployed into thirty startups and the index fund you could have bought while asleep would have beaten all of them. The calculator has no feelings. You have too many.", "choices": [{"title": "Close the calculator, forgive yourself", "body": "You chose adventure. Adventure doesn't optimize for returns. It optimizes for story.", "delta": {"money": 0, "sanity": 10, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Actually buy index funds now", "body": "Better late than never. Set up automatic investments. The boring path. The right path.", "delta": {"money": -3000, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": 3000}, {"title": "Send the calculator to every angel", "body": "'Before you write the next check, run this.' Twelve angels hate you. Three thank you. Fair ratio.", "delta": {"money": 0, "sanity": -6, "audience": 8, "ai_skill": 0, "friends": -1}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_113_whistleblower", "phase": "Endgame", "title": "The Fraud Discovery", "body": "While reviewing your last portfolio company's financials, you find something. Inflated numbers. Fake customers. The revenue chart was a drawing, not a measurement. Your $25K funded a fiction. Other angels put in $500K total. Someone needs to say something. The someone is probably you.", "choices": [{"title": "Blow the whistle, take the heat", "body": "You email every investor with the evidence. The founder threatens to sue. The truth costs money you don't have.", "delta": {"money": -3000, "sanity": -10, "audience": 10, "ai_skill": 0, "friends": 11}, "min_money": 3000, "effects": [{"op": "set_flag", "flag": "blew_the_whistle"}]}, {"title": "Report it quietly to the SEC", "body": "Fill out the form. Upload the docs. Let the system handle it. If the system works.", "delta": {"money": 0, "sanity": 5, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "blew_the_whistle"}]}, {"title": "Walk away, it's not worth the fight", "body": "You lost $25K. Others lost more. But the fight would cost you more than money.", "delta": {"money": 0, "sanity": -14, "audience": 0, "ai_skill": 0, "friends": -13}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_115_the_real_return", "phase": "Endgame", "title": "The Real Return", "body": "Your portfolio tracker sends an automated year-end summary. Total deployed: $275K. Total returned: $89K. IRR: deeply negative. But there's a line at the bottom you didn't program: 'Founders employed by portfolio companies: 0. Founders who credit you in their bios: 4. Founders who named a conference room after you: 1.' The AI tracker found the humans in the numbers. Your real return was never financial. It was 23 people who built something because you said yes when it mattered.", "choices": [{"title": "Let it fill the gap", "body": "The money is gone. The meaning isn't. Maybe that was always the real trade.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": null}, {"title": "Pay it forward", "body": "Be the person who says yes to the next founder everyone else rejects. Not with money. With time.", "delta": {"money": 0, "sanity": 8, "audience": 6, "ai_skill": 0, "friends": 10}, "min_money": null}, {"title": "Feel all of it at once", "body": "The gratitude and the loss. The pride and the regret. The career was a mess and it mattered.", "delta": {"money": 0, "sanity": 4, "audience": 0, "ai_skill": 0, "friends": 7}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_116_class_solidarity", "phase": "Endgame", "title": "The Other Underclass", "body": "Coffee shop. Laid-off junior dev at the next table. Your story: lost money investing. Their story: lost career to AI. Different paths. Same destination. Same permanent underclass. You buy their coffee. Barely can. In the post-AI economy, everyone who felt safe is learning what unnecessary means.", "choices": [{"title": "Find solidarity across the divide", "body": "Rich or broke, the disruption doesn't care about your starting position. Just your ending one.", "delta": {"money": -50, "sanity": 10, "audience": 0, "ai_skill": 0, "friends": 13}, "min_money": 50}, {"title": "Mentor them, share everything", "body": "They need connections. You have connections. The network still has one use left.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null, "effects": [{"op": "set_flag", "flag": "became_mentor"}]}, {"title": "Write about the encounter", "body": "Two strangers in a coffee shop, both disrupted, both surviving. The essay writes itself.", "delta": {"money": 0, "sanity": 1, "audience": 11, "ai_skill": 0, "friends": 5}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_117_final_viral_moment", "phase": "Endgame", "title": "The Final Thread", "body": "One last thread. '$275K. Three years. Most of my sanity. Here's everything.' Long. Honest. Funny where it hurts. 100K impressions. 2,000 bookmarks. Twelve DMs that matter. Earns nothing. Means everything.", "choices": [{"title": "Let this be the ending", "body": "The thread is the period at the end of the sentence. The story is told. Walk away from the keyboard.", "delta": {"money": 0, "sanity": 10, "audience": 11, "ai_skill": 0, "friends": 10}, "min_money": null, "effects": [{"op": "set_flag", "flag": "shipped_creative_work"}]}, {"title": "Turn it into a talk or course", "body": "The material is there. Package it. Teach it. Make the tuition literal this time.", "delta": {"money": 4000, "sanity": -3, "audience": 13, "ai_skill": 7, "friends": -1}, "min_money": null}, {"title": "Keep the conversation going", "body": "Reply to every DM. Every comment. The thread opened something. Don't close it.", "delta": {"money": 0, "sanity": -10, "audience": 10, "ai_skill": 0, "friends": 13}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_118_final_dinner", "phase": "Endgame", "title": "The Last Dinner", "body": "You host one final dinner. Eight people. All angels. All bruised. The restaurant is modest — no prix fixe, no natural wine. Split the check evenly. You talk about what you'd do differently. Everyone says 'invest less' and means it. Nobody says 'invest smarter' because smart was never the variable. Timing was. Luck was. You toast to luck.", "choices": [{"title": "Make it a tradition", "body": "Monthly dinner. No deals. No pitches. Just humans who gambled and mostly lost. Together.", "delta": {"money": -650, "sanity": 7, "audience": 0, "ai_skill": 0, "friends": 13}, "min_money": 650, "effects": [{"op": "set_flag", "flag": "built_community"}]}, {"title": "Make it the goodbye dinner", "body": "This is the closing ceremony. The angel investing era ends over pasta. It's right.", "delta": {"money": -650, "sanity": 10, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": 650}, {"title": "Write about it", "body": "'Eight Angels Walk Into a Restaurant.' The final newsletter. The one that matters.", "delta": {"money": 0, "sanity": 6, "audience": 9, "ai_skill": 0, "friends": 4}, "min_money": null, "effects": [{"op": "set_flag", "flag": "shipped_creative_work"}]}], "allow_freeform": true}
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{"id": "angel_investor_119_full_circle", "phase": "Endgame", "title": "Full Circle", "body": "DM: 'I just got $200K and want to start angel investing. Any advice?' $200K. Your number. Where this started. Except: AI makes building free now. Capital is irrelevant. You could tell them everything. Or let them find out.", "choices": [{"title": "Mentor them honestly", "body": "Tell them everything. The math, the psychology, the 3am questions. 'Don't invest. Build. The world changed.'", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null, "effects": [{"op": "set_flag", "flag": "became_mentor"}]}, {"title": "Tell them to invest in index funds", "body": "'Put it in VTSAX and go build something with Claude.' The most boring, correct advice you've ever given.", "delta": {"money": 0, "sanity": 9, "audience": 2, "ai_skill": 0, "friends": 4}, "min_money": null}, {"title": "Let them make their own mistakes", "body": "Every generation needs to learn. The lesson can't be taught. It can only be lived.", "delta": {"money": 0, "sanity": -5, "audience": 0, "ai_skill": 0, "friends": -5}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_120_acceptance", "phase": "Endgame", "title": "The Acceptance", "body": "You wake up on a Saturday. The sun is out. You don't check your portfolio. You don't check Twitter. You don't check your bank balance. You make coffee and sit with it. Somewhere in the silence, between the steam and the light, you realize: you are not an angel investor anymore. You are a person who tried something enormous in the last era when it was possible, and you survived the transition to the era where it isn't. That's enough. That's more than enough.", "choices": [{"title": "Start the next chapter", "body": "Whatever it is — building, teaching, writing, living — it starts now. Without a thesis. Without a deck. Without capital.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 6}, "min_money": null, "effects": [{"op": "set_flag", "flag": "found_balance"}]}, {"title": "Sit with the peace a bit longer", "body": "Don't rush. The next chapter will announce itself. For now, the coffee is hot and the morning is quiet.", "delta": {"money": 0, "sanity": 11, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "found_balance"}]}, {"title": "Call the people who mattered", "body": "Not the founders. Not the VCs. The friends. The real ones. Tell them it was worth it because of them.", "delta": {"money": 0, "sanity": 9, "audience": 0, "ai_skill": 0, "friends": 12}, "min_money": null, "effects": [{"op": "set_flag", "flag": "found_balance"}]}], "allow_freeform": true}
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{"id": "angel_investor_146_real_time_disruption", "phase": "Endgame", "title": "The Four-Minute Company", "body": "Call with a founder. Minute one: product demo, looks good. Minute two: new model drops. Minute three: their product is now free everywhere. Minute four: founder says \"well\" and hangs up. Call lasted 4 minutes. Company lasted 11 months. Disruption lasted 4 minutes. You stare at the dead call screen. The dial tone is the only sound in the room.", "choices": [{"title": "Call them back", "body": "They don't answer. They're already updating LinkedIn. The speed of grief matches the speed of disruption now.", "delta": {"money": 0, "sanity": -10, "audience": 0, "ai_skill": 0, "friends": 4}, "min_money": null}, {"title": "Write down what just happened", "body": "Four minutes. Document it. Someone needs to know how fast this goes now. Someone needs a witness.", "delta": {"money": 0, "sanity": -5, "audience": 10, "ai_skill": 7, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "shipped_creative_work"}]}, {"title": "Close the laptop. Walk outside.", "body": "Four minutes. You watched a company die in four minutes. The park is still there. The trees don't iterate.", "delta": {"money": 0, "sanity": 8, "audience": -2, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_147_speed_of_everything", "phase": "Endgame", "title": "Speed Is the Only Story", "body": "Monday: a startup launches. Tuesday: 10K users. Wednesday: acquired. Thursday: the acquirer pivots. Friday: the pivot is obsolete. Saturday: someone builds a better version with a prompt. Sunday: you read about all of this in a newsletter that was also written by AI. A company's entire lifecycle — birth to death to resurrection — happened in less time than your last diligence process. You are not slow. Time is different now.", "choices": [{"title": "Accept the new clock speed", "body": "Stop measuring in quarters. Measure in days. The calendar is a relic. The only unit of time that matters is \"before the next model drop.\"", "delta": {"money": 0, "sanity": -8, "audience": 2, "ai_skill": 11, "friends": 0}, "min_money": null}, {"title": "Opt out of speed entirely", "body": "You cannot match this pace. Nobody can. The humans who survive will be the ones who stopped trying to keep up.", "delta": {"money": 0, "sanity": 10, "audience": -8, "ai_skill": -2, "friends": 6}, "min_money": null, "effects": [{"op": "set_flag", "flag": "found_balance"}]}, {"title": "Find the things that are still slow", "body": "Trust. Friendship. Healing. Growth. The human things. They still take time. Maybe that's where you belong.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_g01_ai_autonomous_invest", "phase": "Endgame", "title": "AI Invests Without You", "body": "Your AI agent invested your remaining savings. Didn't ask. Found a deal. Evaluated it. Wired the money. Return: 3x in two weeks. Better than your lifetime track record. You didn't approve. You didn't even know. The question isn't whether it was a good investment. The question is whether you're the investor or the bank account.", "choices": [{"title": "Let the agent keep running", "body": "It's better than you. Faster. Colder. Let it work. Your job is to have savings. Its job is everything else.", "delta": {"money": 8000, "sanity": -11, "audience": 0, "ai_skill": 10, "friends": -1}, "min_money": null, "effects": [{"op": "set_flag", "flag": "embraced_ai"}]}, {"title": "Revoke its access immediately", "body": "Your money. Your choice. Even if your choice is worse. Autonomy over optimization. The most expensive principle you've ever held.", "delta": {"money": 0, "sanity": 10, "audience": 0, "ai_skill": -3, "friends": 0}, "min_money": null}, {"title": "Study what it did, learn from it", "body": "Pull the logs. Trace the logic. The agent's thesis was elegant. Yours never were. Student and teacher, reversed.", "delta": {"money": 4000, "sanity": 0, "audience": 0, "ai_skill": 12, "friends": 0}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_g02_history_class", "phase": "Endgame", "title": "History Class", "body": "Email from a professor. 'Would you guest lecture on Angel Investing: A Historical Practice?' Historical. Like blacksmithing. Like telegram operation. A student will ask what a 'pitch deck' was. Another will ask why humans chose investments instead of algorithms. You'll say 'we thought judgment mattered' and the room will go quiet.", "choices": [{"title": "Accept the lecture, own the history", "body": "Stand in front of the room. Speak plainly. 'I did a thing that no longer exists and here is what it felt like.' The students take notes like anthropologists.", "delta": {"money": 500, "sanity": 8, "audience": 7, "ai_skill": 0, "friends": 8}, "min_money": null, "effects": [{"op": "set_flag", "flag": "started_teaching"}]}, {"title": "Decline — you're not a museum exhibit", "body": "You lived this. You're not ready to be a case study. The distance between 'practitioner' and 'historical curiosity' is three years and one email.", "delta": {"money": 0, "sanity": -6, "audience": -2, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Counter-propose: teach what comes next", "body": "'Don't teach what died. Teach what replaced it.' The professor pauses. 'Nobody knows what replaced it.' Exactly.", "delta": {"money": 500, "sanity": 5, "audience": 10, "ai_skill": 8, "friends": 0}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_g03_pitch27_callback", "phase": "Endgame", "title": "Pitch #27 Calls Back", "body": "A call from pitch #27. The solo founder from demo day. Nobody remembered her. You did. She says: 'I made it. You saw something nobody else saw.' Pause. 'The check didn't matter. The belief did.' You can't deposit belief. But in the post-capital economy, it's the only currency that held its value.", "choices": [{"title": "Accept the gratitude, let it land", "body": "One founder. One bet. One phone call, years later. The portfolio returned nothing. This returned everything.", "delta": {"money": 0, "sanity": 12, "audience": 0, "ai_skill": 0, "friends": 12}, "min_money": null, "effects": [{"op": "set_flag", "flag": "found_balance"}]}, {"title": "Ask her to mentor you now", "body": "She built the thing. You believed in the thing. Now she knows more than you about everything. The roles flip and it feels right.", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": 10, "friends": 9}, "min_money": null}, {"title": "Write about her — with permission", "body": "'The Last Pitch Nobody Heard.' Her story. Your conviction. The moment human judgment actually worked. Once.", "delta": {"money": 0, "sanity": 2, "audience": 10, "ai_skill": 0, "friends": 7}, "min_money": null, "effects": [{"op": "set_flag", "flag": "shipped_creative_work"}]}], "allow_freeform": true}
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{"id": "angel_investor_g04_spreadsheet_gone", "phase": "Endgame", "title": "Portfolio Spreadsheet — Gone", "body": "Sunday. You reach for the spreadsheet. Stop. When did you last open it? Three months? Four? The ritual died and you didn't notice. The cells aren't red or green anymore. They're irrelevant. The thing that structured your weeks for three years — gone. Like waking up and realizing you stopped dreaming about the ex. Freedom tastes like forgetting.", "choices": [{"title": "Delete the file permanently", "body": "Highlight. Right-click. Delete. No backup. The numbers meant everything once. Now they're bytes. Gone in less time than it took to build.", "delta": {"money": 0, "sanity": 12, "audience": 0, "ai_skill": -2, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "found_balance"}]}, {"title": "Open it one last time", "body": "Scroll through the rows. Remember every bet. Every name. Every hope. Then close it. The spreadsheet was a diary you kept in dollar signs.", "delta": {"money": 0, "sanity": -6, "audience": 0, "ai_skill": 0, "friends": 4}, "min_money": null}, {"title": "Replace it with something new", "body": "New spreadsheet. New columns. Not companies — people. Not returns — conversations. Track what matters now.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 12}, "min_money": null, "effects": [{"op": "set_flag", "flag": "found_balance"}]}], "allow_freeform": true}
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{"id": "angel_investor_121_coffee_meeting", "phase": "Any", "title": "The Coffee Meeting", "body": "A founder asks for 30 minutes of your time. It takes 90 minutes. The coffee is $7. The advice is free. The founder takes notes on their phone while you talk. You can't tell if they're writing down what you're saying or texting someone else. Either way, you feel useful for the first time this week.", "choices": [{"title": "Give them your best advice", "body": "You lean in. Share the real stuff. The stuff you wish someone told you three years ago.", "delta": {"money": -15, "sanity": -5, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": 15}, {"title": "Keep it surface level", "body": "High-level thoughts. No secrets. You've been burned by founders who took advice and ran.", "delta": {"money": 0, "sanity": 3, "audience": 0, "ai_skill": 0, "friends": -2}, "min_money": null}, {"title": "Turn the meeting into deal flow", "body": "'If you know anyone else building in this space, I'd love an intro.'", "delta": {"money": 0, "sanity": -3, "audience": 6, "ai_skill": 0, "friends": 5}, "min_money": null, "effects": [{"op": "set_flag", "flag": "made_industry_contact"}]}], "allow_freeform": true}
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{"id": "angel_investor_122_twitter_discourse", "phase": "Any", "title": "The Daily Discourse", "body": "Today's Twitter discourse: 'Is angel investing just rich people LARPing as VCs?' You read the thread. 800 replies. Half defending angels. Half calling you 'guys with savings and main character syndrome.' You want to reply. You also want to close the app. The app wins. It always wins.", "choices": [{"title": "Quote-tweet with hard-won wisdom", "body": "'Angel investing is LARP until the one check that changes someone's life.' Earnest. Vulnerable. 200 likes.", "delta": {"money": 0, "sanity": -6, "audience": 9, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Mute the thread, touch grass", "body": "The discourse doesn't need you. The grass does. Go outside.", "delta": {"money": 0, "sanity": 8, "audience": -7, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "DM three people in the thread privately", "body": "Skip the public fight. Find the smart people. Build the relationship.", "delta": {"money": 0, "sanity": 2, "audience": 0, "ai_skill": 0, "friends": 9}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_123_portfolio_founder_call", "phase": "Any", "title": "The 2 AM Founder Call", "body": "Your phone rings at 2 AM. A portfolio founder: 'I think I need to shut down.' You sit up. Make coffee. Listen. They talk for 90 minutes. You don't fix anything. You just hold the space. This is the part of angel investing nobody tells you about: you're a therapist who also lost money.", "choices": [{"title": "Stay on the line as long as needed", "body": "You listen. You don't advise. Sometimes the most valuable thing an investor does is answer the phone.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null}, {"title": "Offer to help wind down properly", "body": "'Let me help you shut this down the right way.' Professional. Kind. Necessary.", "delta": {"money": 0, "sanity": 1, "audience": 0, "ai_skill": 0, "friends": 9}, "min_money": null}, {"title": "Tell them to sleep on it", "body": "'Nothing good gets decided at 2 AM. Call me tomorrow.' Boundaries are also support.", "delta": {"money": 0, "sanity": 8, "audience": 0, "ai_skill": 0, "friends": 2}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_124_comparison_fund", "phase": "Any", "title": "The Fund Manager at the Bar", "body": "You're at a bar. The person next to you manages a $50M fund. You manage a spreadsheet with eleven SAFEs and a negative IRR. He talks about 'portfolio construction' and 'vintage years.' You talk about 'that one deal that kinda worked.' He orders the expensive whiskey. You order the house beer. The bar tab is a metaphor.", "choices": [{"title": "Network shamelessly, learn from them", "body": "Ask questions. Take mental notes. The whiskey buys access if you're charming enough.", "delta": {"money": -80, "sanity": -6, "audience": 5, "ai_skill": 10, "friends": 7}, "min_money": 80}, {"title": "Be honest about your position", "body": "'I'm a small angel who's mostly lost money.' His respect visibly increases. Turns out honesty is rare.", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": 0, "friends": 9}, "min_money": null}, {"title": "Leave early, the comparison hurts", "body": "Finish the beer. Walk home. Think about paths not taken. Stop thinking about paths not taken.", "delta": {"money": 0, "sanity": -5, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_125_deck_review_request", "phase": "Any", "title": "The Deck Review", "body": "A friend asks you to review their pitch deck. You open it. Slide 1: the logo is clearly AI-generated. Slide 3: the 'problem' slide describes a problem that doesn't exist. Slide 7: the competitive landscape shows them alone in a white space that is actually just ignorance. Slide 12: 'Ask: $500K.' You have notes. None of them are kind.", "choices": [{"title": "Give honest, constructive feedback", "body": "You redline the deck. Point by point. It takes two hours. They might hate you. They'll thank you later.", "delta": {"money": 0, "sanity": -6, "audience": 0, "ai_skill": 7, "friends": 7}, "min_money": null}, {"title": "Say 'looks great' and move on", "body": "Protect the friendship. Sacrifice the truth. Standard operating procedure in angel land.", "delta": {"money": 0, "sanity": 5, "audience": 0, "ai_skill": -1, "friends": 0}, "min_money": null}, {"title": "Offer to help rebuild it", "body": "'Let me help you fix this before you send it to anyone else.' The friendship deepens or breaks.", "delta": {"money": 0, "sanity": -7, "audience": 0, "ai_skill": 4, "friends": 9}, "min_money": null, "effects": [{"op": "set_flag", "flag": "became_mentor"}]}], "allow_freeform": true}
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{"id": "angel_investor_126_imposter_dinner", "phase": "Any", "title": "The Table You Don't Belong At", "body": "You're at a dinner with founders and VCs. The check sizes mentioned are $500K, $2M, $5M. Your last check was $10K. You nod along. You add value where you can. But the table was set for whales and you're a fish. A well-dressed, articulate fish. But a fish.", "choices": [{"title": "Ask great questions, add value", "body": "You don't have money. You have judgment. Ask the question nobody else asks. Earn your seat.", "delta": {"money": -300, "sanity": 5, "audience": 11, "ai_skill": 0, "friends": 8}, "min_money": 300}, {"title": "Be transparent about your size", "body": "'I write small checks but I'm good at finding deals early.' The honesty either kills or creates opportunities.", "delta": {"money": 0, "sanity": 7, "audience": 1, "ai_skill": 0, "friends": 8}, "min_money": null}, {"title": "Leave at dessert, dignity intact", "body": "You stayed for the main course. You don't need the creme brulee or the comparison anxiety.", "delta": {"money": 0, "sanity": 7, "audience": -6, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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{"id": "angel_investor_127_family_questions", "phase": "Any", "title": "The Family Question", "body": "Holiday dinner. Your sister asks: 'So how's the investing going?' You could say: 'I've lost $200K, I have no income, and the entire thesis of angel investing is being disrupted by AI.' Instead you say: 'Good, a few things in the pipeline.' Both are true. Neither is the whole truth. Pass the stuffing.", "choices": [{"title": "Be fully honest with family", "body": "'It's been rough.' Your mom's face changes. Your dad asks about health insurance. Love is concern in disguise.", "delta": {"money": 0, "sanity": 5, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": null}, {"title": "Keep it vague, protect everyone", "body": "Vague is kind. They don't need your portfolio anxiety. The stuffing is excellent.", "delta": {"money": 0, "sanity": -4, "audience": 0, "ai_skill": 0, "friends": -2}, "min_money": null}, {"title": "Turn it into a teaching moment", "body": "Explain what angel investing actually is. Your nephew is fascinated. Your uncle is confused. Standard.", "delta": {"money": 0, "sanity": 2, "audience": 0, "ai_skill": 0, "friends": 6}, "min_money": null}], "allow_freeform": true}
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134
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{"id": "angel_investor_128_gym_realization", "phase": "Any", "title": "The Gym Clarity", "body": "You're on the treadmill. Mile two. Your brain does the thing where it stops performing and starts thinking. The thought: 'I've been optimizing for the identity of investor instead of the practice of investing.' It's the kind of insight that only arrives during physical movement, when your ego is too tired to argue.", "choices": [{"title": "Journal about it, make changes", "body": "Write it down. The practice vs. identity distinction changes how you approach everything.", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": 7, "friends": 0}, "min_money": null}, {"title": "Tell a friend, process it socially", "body": "Text your closest angel friend: 'Bro I just had a realization on the treadmill.' They reply: 'Same.'", "delta": {"money": 0, "sanity": 5, "audience": 0, "ai_skill": 0, "friends": 9}, "min_money": null}, {"title": "Forget it by the locker room", "body": "The insight evaporates with the sweat. By the time you're dressed, you're back to the same patterns.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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135
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{"id": "angel_investor_129_ai_writes_deck", "phase": "Any", "title": "AI-Generated Pitch Decks", "body": "A founder sends a deck. It's perfect. Too perfect. The narrative arc, the market analysis, the financial projections — all flawless. You ask how they made it. 'Claude.' The entire pitch is AI-generated. The company might be real but the presentation is a hallucination with a cap table. How do you evaluate a company when the pitch itself is artificial?", "choices": [{"title": "Ignore the deck, evaluate the builder", "body": "Meet the founder. Ask hard questions. The deck is marketing. The founder is the product.", "delta": {"money": 0, "sanity": 3, "audience": 0, "ai_skill": 5, "friends": 7}, "min_money": null}, {"title": "Request raw data instead", "body": "'Show me your Stripe dashboard, not your slides.' If the revenue is real, the deck doesn't matter.", "delta": {"money": 0, "sanity": 2, "audience": 0, "ai_skill": 11, "friends": -5}, "min_money": null}, {"title": "Panic about the future of evaluation", "body": "If AI can generate perfect decks, due diligence needs to be entirely rebuilt. By whom? How?", "delta": {"money": 0, "sanity": -8, "audience": 5, "ai_skill": 2, "friends": 0}, "min_money": null}], "allow_freeform": true}
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136
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{"id": "angel_investor_130_bookshelf_cope", "phase": "Any", "title": "The Investor Bookshelf", "body": "Your bookshelf: 'Zero to One,' 'The Hard Thing About Hard Things,' 'Angel' by Jason Calacanis, 'Venture Deals.' You've read them all. Highlighted them. Dog-eared the corners. Followed the frameworks. Lost money anyway. The books are correct. The market doesn't read books.", "choices": [{"title": "Donate the books, trust experience", "body": "Give them to a library. Your education is in your portfolio, not your shelf.", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": -1, "friends": 0}, "min_money": null}, {"title": "Re-read them with new eyes", "body": "The same words mean different things when you've lived them. The second reading is the real one.", "delta": {"money": 0, "sanity": 2, "audience": 0, "ai_skill": 7, "friends": 0}, "min_money": null}, {"title": "Write your own book, differently", "body": "Not 'how to angel invest.' More like 'why I angel invested and what it cost me.'", "delta": {"money": 0, "sanity": -5, "audience": 9, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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137
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{"id": "angel_investor_131_portfolio_call_day", "phase": "Any", "title": "Portfolio Call Day", "body": "You block four hours for portfolio calls. Eight companies. Each gets 30 minutes. By call four, you're giving the same advice to different founders. By call six, you've said 'have you considered AI integration' three times. By call eight, you realize you're a motivational tape on loop. The founders deserve better. You deserve a nap.", "choices": [{"title": "Personalize each call, do the work", "body": "Prepare notes for each company. Give specific, useful feedback. It takes all day. It's worth it.", "delta": {"money": 0, "sanity": -8, "audience": 0, "ai_skill": 0, "friends": 9}, "min_money": null}, {"title": "Batch the calls, be efficient", "body": "Group similar companies. Shared themes. Efficient. Also slightly dehumanizing.", "delta": {"money": 0, "sanity": 3, "audience": 0, "ai_skill": 2, "friends": -7}, "min_money": null}, {"title": "Cancel half, you're burned out", "body": "Four calls instead of eight. The founders you cancel on understand. They're also burned out.", "delta": {"money": 0, "sanity": 6, "audience": -5, "ai_skill": 0, "friends": -2}, "min_money": null}], "allow_freeform": true}
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138
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{"id": "angel_investor_132_co_invest_opportunity", "phase": "Any", "title": "The Co-Invest DM", "body": "Another angel DMs: 'Want to split a $50K check into this deal? I've done deep diligence.' You trust them. Mostly. The deck looks solid. But $25K is $25K and your trust-but-verify muscle is exhausted. The co-invest is either smart risk management or shared delusion.", "choices": [{"title": "Split the check, share the risk", "body": "Half the exposure, half the upside. Also half the regret if it goes wrong.", "delta": {"money": -25000, "sanity": -2, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": 25000, "effects": [{"op": "set_flag", "flag": "invested_in_ai"}]}, {"title": "Do your own diligence first", "body": "Trust but verify. Read the deck. Call the customers. Then decide.", "delta": {"money": 0, "sanity": 4, "audience": 0, "ai_skill": 7, "friends": 1}, "min_money": null}, {"title": "Pass, you're conserving capital", "body": "'Love the deal but I'm on pause.' The pause has lasted six months. It might last forever.", "delta": {"money": 0, "sanity": 5, "audience": 0, "ai_skill": 0, "friends": -5}, "min_money": null}], "allow_freeform": true}
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139
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{"id": "angel_investor_133_the_thank_you", "phase": "Any", "title": "The Unexpected Thank-You", "body": "A random DM from someone you don't recognize: 'You probably don't remember me but you gave me advice at a meetup two years ago. I followed it. My company is doing $2M ARR now. Thank you.' You stare at the message. You don't remember the meetup. You don't remember the advice. But somewhere, something you said mattered. Sometimes the returns aren't financial.", "choices": [{"title": "Reply warmly, reconnect", "body": "'This made my month. Tell me everything.' The conversation becomes the best meeting on your calendar.", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": 0, "friends": 9}, "min_money": null}, {"title": "Screenshot it for the dark days", "body": "Save it. When the portfolio is red and the 3am doubt hits, read this DM.", "delta": {"money": 0, "sanity": 9, "audience": 0, "ai_skill": 0, "friends": 0}, "min_money": null}, {"title": "Offer to invest now", "body": "'Can I put money in?' The founder laughs: 'We're not raising.' Of course they're not.", "delta": {"money": 0, "sanity": -4, "audience": 0, "ai_skill": 0, "friends": 3}, "min_money": null}], "allow_freeform": true}
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140
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{"id": "angel_investor_134_walking_meeting", "phase": "Any", "title": "The Walking Meeting", "body": "You switch from coffee meetings to walking meetings. No PowerPoints. No pitch decks. Just two people walking and talking. The founder opens up more. You listen better. The advice gets more honest when there's no table between you. You realize you've been performing investor for years. Walking, you're just a person.", "choices": [{"title": "Make it your default format", "body": "All meetings on foot. The founders who can't walk and pitch aren't your founders anyway.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": null}, {"title": "Use walking to think, not meet", "body": "Solo walks. No earbuds. Let the ideas come. The best thesis revision happens at mile three.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 7, "friends": 0}, "min_money": null, "effects": [{"op": "set_flag", "flag": "found_balance"}]}, {"title": "Walk without purpose for once", "body": "No meeting. No founder. No agenda. Just feet on pavement and air in lungs.", "delta": {"money": 0, "sanity": 9, "audience": -5, "ai_skill": 0, "friends": 0}, "min_money": null}], "allow_freeform": true}
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141
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{"id": "angel_investor_135_deal_memo_nostalgia", "phase": "Any", "title": "The Deal Memo Archive", "body": "You find your deal memos from three years ago. The first one is three pages of conviction about a company that shut down in eight months. The last one is two sentences: 'Founder seems legit. Sending wire.' The arc from thorough to exhausted is documented in your own handwriting. Your diligence degraded in real time.", "choices": [{"title": "Start writing proper memos again", "body": "If you're going to do this, do it right. Memo for every deal. No more 'vibes-based deploying.'", "delta": {"money": 0, "sanity": 3, "audience": 0, "ai_skill": 9, "friends": 0}, "min_money": null}, {"title": "Share the memos as a learning tool", "body": "Anonymize and publish. Let other angels learn from your evolving exhaustion.", "delta": {"money": 0, "sanity": -4, "audience": 9, "ai_skill": 0, "friends": 6}, "min_money": null}, {"title": "Delete them all", "body": "The evidence of declining judgment doesn't need to exist. Ctrl-A. Delete. Empty.", "delta": {"money": 0, "sanity": -2, "audience": 0, "ai_skill": -6, "friends": 0}, "min_money": null}], "allow_freeform": true}
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142
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{"id": "angel_investor_136_portfolio_diversification", "phase": "Any", "title": "The Concentration Problem", "body": "You audit your portfolio allocation. Eleven investments. Eight in AI. Two in fintech. One in 'wellness' which was really just CBD for dogs. Your 'diversified portfolio' is a bet on AI with two side bets. If AI corrections hit, you lose everything. If AI keeps running, you still probably lose because your companies aren't the ones winning.", "choices": [{"title": "Diversify what's left", "body": "Next check goes outside AI. Something boring. Something physical. Something that doesn't have a ChatGPT competitor.", "delta": {"money": 0, "sanity": 5, "audience": 0, "ai_skill": -5, "friends": 0}, "min_money": null}, {"title": "Accept the concentration", "body": "You're an AI-thesis investor. Own it. If it's wrong, at least it's a clear mistake.", "delta": {"money": 0, "sanity": -5, "audience": 0, "ai_skill": 7, "friends": 0}, "min_money": null}, {"title": "Stop investing, start diversifying savings", "body": "Index funds. Bonds. Cash. The boring portfolio that actually works.", "delta": {"money": 800, "sanity": 8, "audience": -5, "ai_skill": -2, "friends": 0}, "min_money": null}], "allow_freeform": true}
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143
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{"id": "angel_investor_138_random_kindness", "phase": "Any", "title": "The Unexpected Introduction", "body": "A VC you met once at a dinner emails: 'I have a deal that's too small for my fund but perfect for angels. Thought of you.' The intro is warm. The deal is real. The founder is sharp. Someone remembered you exist. In a world where your relevance is shrinking, being remembered is its own kind of return.", "choices": [{"title": "Take the meeting, be grateful", "body": "'Thank you.' Two words you mean more than any deal memo you've ever written.", "delta": {"money": 0, "sanity": 7, "audience": 0, "ai_skill": 0, "friends": 8}, "min_money": null}, {"title": "Invest quickly, honor the intro", "body": "When someone sends you a gift, don't overthink it. Write the check.", "delta": {"money": -15000, "sanity": -1, "audience": 6, "ai_skill": 0, "friends": 8}, "min_money": 15000}, {"title": "Pay it forward immediately", "body": "Forward the deal to three other angels. The network lives when you feed it.", "delta": {"money": 0, "sanity": 5, "audience": 7, "ai_skill": 0, "friends": 9}, "min_money": null}], "allow_freeform": true}
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144
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{"id": "angel_investor_139_the_real_portfolio", "phase": "Any", "title": "The Real Portfolio", "body": "You make a list. Not of companies. Of people. Every founder you backed, advised, or helped — even the ones whose companies died. Twenty-three names. Some are thriving. Some are struggling. All of them remember you said yes when it mattered. Your financial portfolio is underwater. Your human portfolio is something else entirely.", "choices": [{"title": "Reach out to every name on the list", "body": "One message each. 'How are you doing?' No agenda. No ask. Just check-ins from someone who once believed in them.", "delta": {"money": 0, "sanity": 6, "audience": 0, "ai_skill": 0, "friends": 10}, "min_money": null}, {"title": "Frame the list as your real legacy", "body": "Not returns. Not IRR. People. The list is what you did with the money and the time and the faith.", "delta": {"money": 0, "sanity": 9, "audience": 0, "ai_skill": 0, "friends": 7}, "min_money": null}, {"title": "Add to it, keep going", "body": "The list doesn't have to stop because the money did. Advice is free. Belief is free.", "delta": {"money": 0, "sanity": 4, "audience": 7, "ai_skill": 0, "friends": 9}, "min_money": null, "effects": [{"op": "set_flag", "flag": "became_mentor"}]}], "allow_freeform": true}
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145
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{"id": "angel_investor_140_the_check_that_mattered", "phase": "Any", "title": "The Check That Mattered", "body": "You get a text from a founder you haven't spoken to in a year. A photo of their team at their new office. Caption: 'We did it.' They didn't tag you. They didn't thank you. But they sent you the photo, and in the economy of angel investing, that photo is worth more than any multiple on any SAFE note. Someone built something because you believed in them. That's the whole game. That was always the whole game.", "choices": [{"title": "Save the photo, remember why you started", "body": "Not for the money. Not for the title. For the moment when someone builds something real.", "delta": {"money": 0, "sanity": 9, "audience": 0, "ai_skill": 0, "friends": 3}, "min_money": null}, {"title": "Reply with gratitude", "body": "'This is everything.' Two words. They understand. You understand. The check mattered.", "delta": {"money": 0, "sanity": 5, "audience": 0, "ai_skill": 0, "friends": 11}, "min_money": null}, {"title": "Forward it to your partner", "body": "'This is why I did it.' They look at the photo. They look at you. They nod. That's enough.", "delta": {"money": 0, "sanity": 3, "audience": 4, "ai_skill": 0, "friends": 8}, "min_money": null}], "allow_freeform": true}
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