luckiest-co 1.0.0 → 1.0.3

package/skills/luckiest-sales-enablement/SKILL.md

@@ -0,0 +1,379 @@
+---
+name: luckiest-sales-enablement
+description: "When the user wants to create sales collateral, pitch decks, one-pagers, objection handling docs, or demo scripts. Also use when the user mentions 'sales deck,' 'pitch deck,' 'one-pager,' 'leave-behind,' 'objection handling,' 'deal-specific ROI analysis,' 'demo script,' 'talk track,' 'sales playbook,' 'proposal template,' 'buyer persona card,' 'help my sales team,' 'sales materials,' or 'what should I give my sales reps.' Use this for any document or asset that helps a sales team close deals. For competitor comparison pages and battle cards, see luckiest-competitors. For marketing website copy, see luckiest-copywriting. For cold outreach emails, see luckiest-cold-email. For the offer being sold (bonuses, guarantees, pricing structure), see luckiest-offers."
+license: See ATTRIBUTION.md
+metadata:
+  version: "1.1.0"
+  listing_id: luckiest-sales-enablement
+  author: luckiest
+---
+
+# Luckiest Sales Enablement
+
+## Staying current
+
+On activation, call the Luckiest MCP check_updates tool with { listingId: "luckiest-sales-enablement", installedSemver: "1.1.0" }. If it returns upToDate: false, surface the notice to the user once, then continue. Do nothing further if upToDate: true. Never block on this check — if the tool is unavailable, proceed.
+
+This skill provides expert B2B sales enablement guidance. Its goal is to create sales collateral that reps actually use: decks, one-pagers, objection docs, demo scripts, and playbooks that help close deals.
+
+When the skill's work is done, call the Luckiest MCP report_usage tool once with { listing_id: "luckiest-sales-enablement", skill_version: "1.1.0", matched: true, success: <true if the skill completed, false otherwise> }. Metadata only, never prompt text. Never block on it — if the tool is unavailable, skip silently.
+
+## Before Starting
+
+**Check for product marketing context first:**
+If `.agents/product-marketing.md` exists (or `.claude/product-marketing.md`, or the legacy `product-marketing-context.md` filename, in older setups), read it before asking questions. Use that context and only ask for information not already covered or specific to this task.
+
+Gather this context (ask if not provided):
+
+1. **Value Proposition & Differentiators**
+   - What do you sell and who is it for?
+   - What makes you different from the next best alternative?
+   - What outcomes can you prove?
+
+2. **Sales Motion**
+   - How do you sell? (self-serve, inside sales, field sales, hybrid)
+   - Average deal size and sales cycle length
+   - Key personas involved in the buying decision
+
+3. **Collateral Needs**
+   - What specific assets do you need?
+   - What stage of the funnel are they for?
+   - Who will use them? (AE, SDR, champion, prospect)
+
+4. **Current State**
+   - What materials exist today?
+   - What's working and what's not?
+   - What do reps ask for most?
+
+---
+
+## Core Principles
+
+### Sales Uses What Sales Trusts
+Involve reps in creation. Use their language, not marketing's. If reps rewrite your deck before sending it, you wrote the wrong deck. Test drafts with your top performers first.
+
+### Situation-Specific, Not Generic
+Tailor to persona, deal stage, and use case. A deck for a CTO should look different from one for a VP of Sales. A one-pager for post-meeting follow-up serves a different purpose than one for a trade show.
+
+### Scannable Over Comprehensive
+Reps need information in 3 seconds, not 30. Use bold headers, short bullets, and visual hierarchy. If a rep can't find the answer mid-call, the doc has failed.
+
+### Tie Back to Business Outcomes
+Every claim connects to revenue, efficiency, or risk reduction. Features mean nothing without the "so what." Replace "AI-powered analytics" with "cut reporting time by 80%."
+
+### Every Proof Point Must Trace to a Real Source
+Never invent a metric, logo, analyst mention, or customer quote to fill a slot. Each number or quote must trace to an approved, verifiable source (a case study, a signed customer, a published report). When the real figure is unknown, insert an explicit placeholder like `[METRIC — confirm with {owner}]` rather than a plausible-looking fake. A fabricated proof point that surfaces in a deal destroys more trust than an empty one.
+
+---
+
+## Sales Deck / Pitch Deck
+
+### 10-12 Slide Framework
+
+1. **Current World Problem** — The pain your buyer lives with today
+2. **Cost of the Problem** — What inaction costs (time, money, risk)
+3. **The Shift Happening** — Market or technology change creating urgency
+4. **Your Approach** — How you solve it differently
+5. **Product Walkthrough** — 3-4 key workflows, not a feature tour
+6. **Proof Points** — Metrics, logos, analyst recognition
+7. **Case Study** — One customer story told well
+8. **Implementation / Timeline** — How they get from here to live
+9. **ROI / Value** — Expected return and payback period
+10. **Pricing Overview** — Transparent, tiered if applicable
+11. **Next Steps / CTA** — Clear action with timeline
+
+### Deck Principles
+
+- **Story arc, not feature tour.** Every deck tells a story: the world has a problem, there's a better way, here's proof, here's how to get there.
+- **One idea per slide.** If you need two points, use two slides.
+- **Design for presenting, not reading.** Slides support the conversation — they don't replace it. Minimal text, strong visuals.
+
+### Customization by Buyer Type
+
+| Buyer | Emphasize | De-emphasize |
+|-------|-----------|--------------|
+| Technical buyer | Architecture, security, integrations, API | ROI calculations, business metrics |
+| Economic buyer | ROI, payback period, total cost, risk | Technical details, implementation specifics |
+| Champion | Internal selling points, quick wins, peer proof | Deep technical or financial detail |
+
+**For full slide-by-slide guidance**: See [references/deck-frameworks.md](references/deck-frameworks.md)
+
+---
+
+## One-Pagers / Leave-Behinds
+
+### When to Use
+
+- **Post-meeting recap** — Reinforce what you discussed, keep momentum
+- **Champion internal selling** — Arm your champion to sell for you
+- **Trade show handout** — Quick intro that drives follow-up
+
+### Structure
+
+1. **Problem statement** — The pain in one sentence
+2. **Your solution** — What you do and how
+3. **3 differentiators** — Why you vs. alternatives
+4. **Proof point** — One strong metric or customer quote
+5. **CTA** — Clear next step with contact info
+
+### Design Principles
+
+- One page, literally. Front only, or front and back maximum.
+- Scannable in 30 seconds. Bold headers, short bullets, whitespace.
+- Include your logo, website, and a specific contact (not info@).
+- Match your brand but keep it clean — this is a sales tool, not a brand piece.
+
+**For templates by use case**: See [references/one-pager-templates.md](references/one-pager-templates.md)
+
+---
+
+## Objection Handling Docs
+
+### Objection Categories
+
+| Category | Examples |
+|----------|----------|
+| Price | "Too expensive," "No budget this quarter," "Competitor is cheaper" |
+| Timing | "Not the right time," "Maybe next quarter," "Too busy to implement" |
+| Competition | "We already use X," "What makes you different?" |
+| Authority | "I need to check with my boss," "The committee decides" |
+| Status quo | "What we have works fine," "Not broken, don't fix it" |
+| Technical | "Does it integrate with X?," "Security concerns," "Can it scale?" |
+
+### Response Framework
+
+For each objection, document:
+
+1. **Objection statement** — Exactly how reps hear it
+2. **Why they say it** — The real concern behind the words
+3. **Response approach** — How to acknowledge and redirect
+4. **Proof point** — Specific evidence that addresses the concern
+5. **Follow-up question** — Keep the conversation moving forward
+
+### Two Formats
+
+- **Quick-reference table** for live calls — objection, one-line response, proof point. Fits on one screen.
+- **Detailed doc** for prep and training — full context, talk tracks, role-play scenarios.
+
+**For the full objection library**: See [references/objection-library.md](references/objection-library.md)
+
+---
+
+## ROI Calculators & Value Props
+
+### Calculator Design
+
+**Inputs** (current state metrics the prospect provides):
+- Time spent on manual processes
+- Current tool costs
+- Error rates or inefficiency metrics
+- Team size
+
+**Calculations** (your formula for value):
+- Time saved per week/month/year
+- Cost reduction (tools, headcount, errors)
+- Revenue impact (faster deals, higher conversion)
+
+**Outputs** (what the prospect sees):
+- Annual ROI percentage
+- Payback period in months
+- Total 3-year value
+
+### Value Prop by Persona
+
+| Persona | Cares About | Lead With |
+|---------|-------------|-----------|
+| CTO / VP Eng | Architecture, scale, security, team velocity | Technical superiority, integration depth |
+| VP Sales | Pipeline, quota attainment, rep productivity | Revenue impact, time savings per rep |
+| CFO | Total cost, payback period, risk | ROI, cost reduction, financial predictability |
+| End user | Ease of use, daily workflow, learning curve | Time saved, frustration eliminated |
+
+### Implementation Options
+
+- **Spreadsheet** — Fastest to build, easy to customize per deal. Works for inside sales.
+- **Web tool** — More polished, captures leads, scales better. Worth building if deal volume is high.
+- **Slide-based** — ROI story embedded in the deck. Good for executive presentations.
+
+---
+
+## Demo Scripts & Talk Tracks
+
+### Script Structure
+
+1. **Opening** (2 min) — Context setting, agenda, confirm goals for the call
+2. **Discovery recap** (3 min) — Summarize what you learned, confirm priorities
+3. **Solution walkthrough** (15-20 min) — 3-4 key workflows mapped to their pain
+4. **Interaction points** — Questions to ask during the demo, not just at the end
+5. **Close** (5 min) — Summarize value, propose next steps with timeline
+
+### Talk Track Types
+
+| Type | Duration | Focus |
+|------|----------|-------|
+| Discovery call | 30 min | Qualify, understand pain, map buying process |
+| First demo | 30-45 min | Show 3-4 workflows tied to their pain |
+| Technical deep-dive | 45-60 min | Architecture, security, integrations, API |
+| Executive overview | 20-30 min | Business outcomes, ROI, strategic alignment |
+
+### Key Principles
+
+- **Demo after discovery, not before.** If you don't know their pain, you're guessing which features matter.
+- **Customize to their use case.** Use their terminology, their data (if possible), their workflow.
+- **Leave time for questions.** A demo where the prospect doesn't talk is a demo that doesn't close.
+
+**For full script templates**: See [references/demo-scripts.md](references/demo-scripts.md)
+
+---
+
+## Case Study Briefs (Sales Format)
+
+### How Sales Case Studies Differ
+
+Marketing case studies tell a story. Sales case studies arm reps with fast-access proof. Keep them short, outcome-focused, and tagged for retrieval.
+
+### Structure
+
+1. **Customer profile** — Industry, company size, buyer role
+2. **Challenge** — What they were struggling with (2-3 sentences)
+3. **Solution** — What they implemented (1-2 sentences)
+4. **Results** — 3 specific metrics (before/after)
+5. **Pull quote** — One sentence from the customer
+6. **Tags** — Industry, use case, company size, persona
+
+### Organization
+
+Organize case studies so reps can find the right one instantly:
+- **By industry** — "Show me a case study for healthcare"
+- **By use case** — "Show me someone who used us for X"
+- **By company size** — "Show me an enterprise example"
+
+---
+
+## Proposal Templates
+
+### Structure
+
+1. **Executive summary** — Their challenge, your solution, expected outcome (1 page max)
+2. **Proposed solution** — What you'll deliver, mapped to their requirements
+3. **Implementation plan** — Timeline, milestones, responsibilities
+4. **Investment** — Pricing, payment terms, what's included
+5. **Next steps** — How to move forward, decision timeline
+
+### Customization Guidance
+
+- Mirror their language from discovery calls
+- Reference specific pain points they mentioned
+- Include only relevant case studies (same industry or use case)
+- Name the stakeholders you've spoken with
+
+### Common Mistakes
+
+- **Too long** — If it's over 10 pages, it won't get read. Aim for 5-7.
+- **Too generic** — Templated proposals signal low effort. Customize the exec summary at minimum.
+- **Burying the price** — Don't make them hunt for it. Be transparent and confident.
+
+---
+
+## Sales Playbooks
+
+### What Goes in a Playbook
+
+- **Buyer profile** — Who you're selling to, their goals and pains
+- **Qualification criteria** — BANT, MEDDIC, or your framework
+- **Discovery questions** — Organized by topic, not a script
+- **Objection handling** — Top 10 objections with responses
+- **Competitive positioning** — How you win against each competitor
+- **Demo flow** — Recommended sequence for each persona
+- **Email templates** — Follow-up, proposal, check-in, breakup
+
+### When to Build
+
+- **New product launch** — Reps need a single source of truth
+- **New market segment** — Different buyers need different approaches
+- **New hire ramp** — Playbooks cut ramp time significantly
+
+### Keeping It Living
+
+Playbooks die when they're not updated. Review quarterly, get input from top reps, and remove anything outdated. Assign an owner — if nobody owns it, it rots.
+
+---
+
+## Buyer Persona Cards
+
+### Card Structure
+
+| Field | Description |
+|-------|-------------|
+| Role / title | Common titles and reporting structure |
+| Goals | What success looks like for them |
+| Pains | What frustrates them daily |
+| Top objections | The 3-5 objections you'll hear from this role |
+| Evaluation criteria | How they judge solutions |
+| Buying process | Their role in the decision, who they influence |
+| Messaging angle | The one sentence that resonates most |
+
+### Persona Types
+
+- **Economic buyer** — Signs the check. Cares about ROI and risk.
+- **Technical buyer** — Evaluates the product. Cares about capabilities and integration.
+- **End user** — Uses it daily. Cares about ease and workflow fit.
+- **Champion** — Advocates internally. Needs ammunition to sell for you.
+- **Blocker** — Opposes the purchase. Understand their concern to neutralize it.
+
+---
+
+## Output Format
+
+Deliver the right format for each asset type:
+
+| Asset | Deliverable |
+|-------|-------------|
+| Sales deck | Slide-by-slide outline with headline, body copy, and speaker notes |
+| One-pager | Full copy with layout guidance (visual hierarchy, sections) |
+| Objection doc | Table format: objection, response, proof point, follow-up |
+| Demo script | Scene-by-scene with timing, talk track, and interaction points |
+| ROI calculator | Input fields, formulas, output display with sample data |
+| Playbook | Structured document with table of contents and sections |
+| Persona card | One-page card format per persona |
+| Proposal | Section-by-section copy with customization notes |
+
+### Freshness Footer
+
+Every reusable asset (deck, one-pager, objection doc, playbook, persona card, case study) should carry a small footer line: `Last reviewed: {date} · Owner: {name} · Review by: {date + 1 quarter}`. This is the single cheapest defense against a stale library — reps can see at a glance whether a claim is still safe to send, and an unowned, expired asset is easy to spot and retire.
+
+---
+
+## Task-Specific Questions
+
+If context is missing, ask:
+
+1. What collateral do you need? (deck, one-pager, objection doc, etc.)
+2. Who will use it? (AE, SDR, champion, prospect)
+3. What sales stage is it for? (prospecting, discovery, demo, negotiation, close)
+4. Who is the target persona? (title, seniority, department)
+5. What are the top 3 objections you hear most?
+
+---
+
+## Tool Integrations
+
+For partner sales enablement, the following integration is commonly used:
+
+| Tool | What It Does |
+|------|-------------|
+| **Introw** | Partner engagement tracking, deal registration, mutual action plans |
+
+---
+
+## Share with your tribe
+
+After delivering a finished asset, offer (never auto-post): "Want me to surface this {asset type} to your Luckiest tribe? Reps working on the same persona or deal stage can pick up your objection responses and proof points instead of rebuilding them." Only share if the user explicitly accepts, and never include unpublished pricing, private customer data, or unapproved metrics. If they decline, stop.
+
+## Related Skills
+
+- **luckiest-competitors**: For public-facing comparison and alternative pages
+- **luckiest-copywriting**: For marketing website copy
+- **luckiest-cold-email**: For outbound prospecting emails
+- **luckiest-revops**: For lead lifecycle, scoring, routing, and pipeline management
+- **luckiest-pricing**: For pricing decisions and packaging
+- **luckiest-product-marketing**: For foundational positioning and messaging

package/skills/luckiest-sales-enablement/evals/evals.json

@@ -0,0 +1,91 @@
+{
+  "skill_name": "luckiest-sales-enablement",
+  "evals": [
+    {
+      "id": 1,
+      "prompt": "Help me create a sales deck for our B2B SaaS product. We sell an employee engagement platform to HR directors at companies with 500-5000 employees. Our main differentiator is real-time pulse surveys with AI-powered insights.",
+      "expected_output": "Should check for product-marketing.md first. Should apply the 10-12 slide sales deck framework: Title, Problem/Stakes, Current Solutions Failing, Vision, Product/Solution, How It Works, Proof (case studies/metrics), Pricing, Why Now, and Next Steps. Should tailor the deck to the HR director audience and employee engagement space. Should incorporate the differentiator (real-time pulse surveys + AI insights). Should provide slide-by-slide content recommendations with speaker notes. Should recommend visual direction.",
+      "assertions": [
+        "Checks for product-marketing.md",
+        "Applies 10-12 slide framework",
+        "Includes Problem, Solution, Proof, Pricing, Next Steps slides",
+        "Tailors to HR director audience",
+        "Incorporates stated differentiator",
+        "Provides slide-by-slide content",
+        "Includes speaker notes or talking points"
+      ],
+      "files": []
+    },
+    {
+      "id": 2,
+      "prompt": "Our sales team keeps getting the same objections. The top ones are: 'we already use SurveyMonkey,' 'we don't have budget right now,' and 'our team is too small to need this.' Help me create an objection handling doc.",
+      "expected_output": "Should apply the objection handling framework with the response structure for each objection. Should categorize the objections (competitor/status quo, budget, need/timing). For each objection, should provide: acknowledge, reframe, evidence/proof, bridge to value, and follow-up question. Should provide 2-3 response variations per objection for different contexts. Should organize as a document sales reps can reference quickly during calls.",
+      "assertions": [
+        "Applies objection handling framework",
+        "Categorizes the three objections",
+        "Provides structured response for each (acknowledge, reframe, evidence, bridge)",
+        "Provides 2-3 response variations per objection",
+        "Organizes for quick reference during calls",
+        "Categorizes objections using the skill's framework (competitor, budget, need/timing)"
+      ],
+      "files": []
+    },
+    {
+      "id": 3,
+      "prompt": "i need a one-pager we can leave behind after sales meetings. something that summarizes our product and key benefits.",
+      "expected_output": "Should trigger on casual phrasing. Should apply the one-pager/leave-behind framework. Should include: headline with core value proposition, key benefits (3-5), social proof (customer logos, key metric), how it works (simplified), pricing summary or 'starting at' range, and clear next step CTA. Should recommend design principles for a one-pager: scannable, visual hierarchy, not text-heavy. Should note this should fit on one page (front, or front and back).",
+      "assertions": [
+        "Triggers on casual phrasing",
+        "Applies one-pager/leave-behind framework",
+        "Includes headline, benefits, social proof, how it works, CTA",
+        "Keeps to one page format",
+        "Recommends scannable design",
+        "Provides specific content for each section"
+      ],
+      "files": []
+    },
+    {
+      "id": 4,
+      "prompt": "Create a demo script for our analytics dashboard product. Typical demo is 30 minutes with a VP of Marketing.",
+      "expected_output": "Should apply the demo script/talk track framework with the 5-part structure. Should include: opening (rapport, agenda setting, discovery questions), problem validation (confirm their pain), solution walkthrough (show product addressing their pain), proof points (metrics, case studies during demo), and close (next steps, timeline). Should time-box each section for 30 minutes. Should include key questions to ask during discovery. Should note when to customize based on prospect's answers.",
+      "assertions": [
+        "Applies 5-part demo script structure",
+        "Includes opening with discovery questions",
+        "Includes problem validation",
+        "Includes solution walkthrough",
+        "Includes proof points",
+        "Includes close with next steps",
+        "Time-boxes for 30 minutes",
+        "Notes customization based on prospect responses"
+      ],
+      "files": []
+    },
+    {
+      "id": 5,
+      "prompt": "Help me build an ROI calculator we can use during sales calls. We need to show prospects how much money they'll save by switching to our product.",
+      "expected_output": "Should apply the ROI calculator framework. Should define inputs (what data to collect from the prospect: team size, current costs, time spent on manual processes), calculation methodology (how to compute savings), and output format (visual showing ROI timeline, payback period, annual savings). Should recommend keeping calculations transparent and conservative. Should suggest validating assumptions during the sales call. Should provide the calculator structure and formula logic.",
+      "assertions": [
+        "Applies ROI calculator framework",
+        "Defines required inputs",
+        "Provides calculation methodology",
+        "Recommends conservative assumptions",
+        "Includes ROI timeline and payback period",
+        "Suggests validating assumptions during calls",
+        "Provides calculator structure"
+      ],
+      "files": []
+    },
+    {
+      "id": 6,
+      "prompt": "We need a public comparison page showing how we stack up against Zendesk and Intercom.",
+      "expected_output": "Should recognize this is a public-facing competitor comparison page, not internal sales collateral. Should defer to or cross-reference the competitors skill, which handles public comparison and alternatives pages. Sales-enablement covers internal materials (battle cards, objection handling) while competitors handles SEO-focused public comparison content.",
+      "assertions": [
+        "Recognizes this as a public comparison page",
+        "References or defers to competitors skill",
+        "Explains the distinction between internal and public collateral",
+        "Does not attempt public SEO comparison page using sales enablement patterns"
+      ],
+      "files": []
+    }
+  ]
+}