@odla-ai/chapter 0.59.0 → 0.60.0

package/dist/index.cjs

@@ -20,6 +20,7 @@ var __toCommonJS = (mod) => __copyProps(__defProp({}, "__esModule", { value: tru
 // src/index.ts
 var src_exports = {};
 __export(src_exports, {
+  ADMINISTRATOR_AUDIENCE: () => ADMINISTRATOR_AUDIENCE,
   ADMISSION_GRANTS_PATH: () => ADMISSION_GRANTS_PATH,
   ADMISSION_GRANTS_SCHEMA_VERSION: () => ADMISSION_GRANTS_SCHEMA_VERSION,
   BUILDER_LIBRARY_ADMIN_PATH: () => BUILDER_LIBRARY_ADMIN_PATH,
@@ -113,9 +114,12 @@ __export(src_exports, {
   dashboardMetricData: () => dashboardMetricData,
   defaultCrm: () => defaultCrm,
   defineChapter: () => defineChapter,
+  deliverabilityHeaders: () => deliverabilityHeaders,
   drainMembershipEffects: () => drainMembershipEffects,
   edgeUnpaired: () => edgeUnpaired,
   emailGroupFrom: () => emailGroupFrom,
+  emailSenderWarnings: () => emailSenderWarnings,
+  emailSpamSignals: () => emailSpamSignals,
   endForSlot: () => endForSlot,
   exportChapterPromotion: () => exportChapterPromotion,
   findAdmissionGrant: () => findAdmissionGrant,
@@ -134,6 +138,7 @@ __export(src_exports, {
   introIdempotencyKey: () => introIdempotencyKey,
   isAdminRole: () => isAdminRole,
   isAlreadySent: () => isAlreadySent,
+  isRecipientFacing: () => isRecipientFacing,
   isReconcilable: () => isReconcilable,
   isSlotAvailable: () => isSlotAvailable,
   isValidEmail: () => isValidEmail,
@@ -142,6 +147,7 @@ __export(src_exports, {
   joinConfigTiers: () => joinConfigTiers,
   leaderCrmConfig: () => leaderCrmConfig,
   listStripeObjects: () => listStripeObjects,
+  listUnsubscribeHeader: () => listUnsubscribeHeader,
   loadLatestAdmissionRevision: () => loadLatestAdmissionRevision,
   loadOfferableTiers: () => loadOfferableTiers,
   loadTiers: () => loadTiers,
@@ -259,6 +265,7 @@ __export(src_exports, {
   submitApplication: () => submitApplication,
   subscriptionIdempotencyKey: () => subscriptionIdempotencyKey,
   syncApplicationToCrm: () => syncApplicationToCrm,
+  textToHtml: () => textToHtml,
   tierIsFree: () => tierIsFree,
   tierPayable: () => tierPayable,
   updateClerkUserMetadata: () => updateClerkUserMetadata,
@@ -1680,6 +1687,7 @@ var DEFAULT_ADMIN_COPY = {
     replyTo: "Reply-to",
     fromName: "From name",
     fromNameHint: "Shown as the sender; the address stays the Worker's configured one.",
+    spamRisk: "Spam-filter risk",
     debugInbox: "Debug inbox",
     debugInboxHint: "Non-production sends redirect here.",
     sendTest: "Send test",
@@ -1997,8 +2005,8 @@ var APPLICATION_LABELS = {
   state: "State"
 };
 function humanize(id11) {
-  const text7 = id11.replace(/([a-z0-9])([A-Z])/g, "$1 $2").replace(/[_-]+/g, " ").trim();
-  return text7 ? `${text7[0].toUpperCase()}${text7.slice(1)}` : id11;
+  const text8 = id11.replace(/([a-z0-9])([A-Z])/g, "$1 $2").replace(/[_-]+/g, " ").trim();
+  return text8 ? `${text8[0].toUpperCase()}${text8.slice(1)}` : id11;
 }
 function applicationDefs(chapter) {
   try {
@@ -4665,6 +4673,9 @@ function namedSeatRecipientState(seat) {
       return seat.refundReason === "declined" ? "declined" : "refunded";
     case "canceled":
       return "canceled";
+    // A card-network dispute on the seat's own payment pauses the recipient until it is won or re-charged.
+    case "payment_disputed":
+      return "disputed";
     default:
       return "payment_pending";
   }
@@ -4860,12 +4871,87 @@ async function reconcileMembershipRenewal(db, input, now) {
 
 // src/membership-dispute-authority.ts
 var import_stripe4 = require("@odla-ai/stripe");
+
+// src/membership-dispute-transition.ts
 var MEMBERSHIP_DISPUTED_STATUS = "payment_disputed";
 var DISPUTE_WON_STATUSES = ["won", "warning_closed"];
 var CLOSED_STATUSES = [...DISPUTE_WON_STATUSES, "lost"];
-var TERMINAL = ["refunded", "refund_pending", "canceled", "declined", "restarting", "superseded"];
+function disputeTransition(row2, fact, eventId, now, terminal) {
+  const status2 = String(fact.status ?? "unknown"), closed = CLOSED_STATUSES.includes(status2);
+  const sameDispute = row2.disputeId === fact.objectId;
+  if (sameDispute && Number(row2.disputeClosedAt ?? 0) > 0 && !closed) return null;
+  const won = DISPUTE_WON_STATUSES.includes(status2);
+  const suspended = row2.status === MEMBERSHIP_DISPUTED_STATUS, done = terminal.includes(String(row2.status));
+  const restored = String(row2.disputePriorStatus ?? (row2.journeyApprovedAt ? "active" : "paid_pending_approval"));
+  const next = done ? String(row2.status) : won ? suspended ? restored : String(row2.status) : MEMBERSHIP_DISPUTED_STATUS;
+  return {
+    status: next,
+    disputeId: fact.objectId,
+    disputeStatus: status2,
+    disputeEventId: eventId,
+    disputeClosedAt: closed ? now : 0,
+    ...fact.disputeReason ? { disputeReason: fact.disputeReason } : {},
+    ...fact.amountCents !== void 0 ? { disputeAmountCents: fact.amountCents } : {},
+    ...sameDispute ? {} : { disputedAt: now },
+    ...next === MEMBERSHIP_DISPUTED_STATUS && !suspended ? { disputePriorStatus: String(row2.status) } : {},
+    revision: Number(row2.revision) + 1,
+    updatedAt: now
+  };
+}
+
+// src/membership-seat-dispute.ts
 var text3 = (value) => typeof value === "string" && value ? value : void 0;
-var refOf = (value) => typeof value === "string" ? text3(value) : text3(value?.id);
+var TERMINAL = ["payment_pending", "payment_processing", "payment_canceling", "refund_pending", "refunded", "canceled"];
+var namedSeatDisputeStanding = (seat, applied) => ({ seatId: String(seat.id), status: String(seat.status), ...text3(seat.disputeStatus) ? { disputeStatus: text3(seat.disputeStatus) } : {}, applied });
+function disputedChargeCoversSeat(charge, seat) {
+  return charge.seatId === seat.id && charge.customerId === seat.providerCustomerId && charge.paymentIntentId !== void 0 && (charge.paymentIntentId === seat.providerPaymentIntentId || charge.paymentIntentId === seat.rechargePaymentIntentId);
+}
+async function reconcileNamedSeatDispute(db, input, now, charge, evidence) {
+  if (!charge.seatId) membershipFail("membership_dispute_scope_mismatch");
+  const membership = async (applied, seat) => {
+    const id11 = await networkMembershipId(input), member = await membershipLoad(db, "networkMembership", id11);
+    requireMembershipScope(member, input);
+    return {
+      membershipId: id11,
+      status: String(member.status),
+      termEndsAt: Number(member.termEndsAt),
+      graceEndsAt: Number(member.graceEndsAt ?? 0),
+      autoRenew: member.autoRenew === true,
+      applied,
+      ...text3(member.disputeStatus) ? { disputeStatus: text3(member.disputeStatus) } : {},
+      ...seat ? { seat: namedSeatDisputeStanding(seat, applied) } : {}
+    };
+  };
+  for (let attempt = 0; attempt < 8; attempt++) {
+    const state = await loadMembershipAuthorityState(db, input), seat = await membershipLoad(db, "networkSeat", charge.seatId);
+    if (!seat) return membership(false);
+    requireMembershipScope(seat, input);
+    if (charge.customerId !== seat.providerCustomerId) membershipFail("membership_dispute_scope_mismatch");
+    if (!disputedChargeCoversSeat(charge, seat) || seat.disputeEventId === input.eventId) return membership(seat.disputeEventId === input.eventId, seat);
+    const attrs = disputeTransition(seat, evidence.fact, input.eventId, now, TERMINAL);
+    if (!attrs) return membership(false, seat);
+    try {
+      await db.transact([membershipUpdate("networkSeat", String(seat.id), attrs)], { mutationId: `seat-dispute:${seat.id}:${input.eventId}`, guards: [
+        { ns: "networkSeat", id: String(seat.id), exists: true, equals: { revision: seat.revision } },
+        { ns: "membershipAuthorityState", id: String(state.id), exists: true, equals: { mode: "authoritative", revision: state.revision } },
+        { ns: "networkCommercialEvents", id: String(evidence.row.id), exists: true, equals: { digest: evidence.fact.digest } },
+        evidence.guard
+      ] });
+    } catch (error) {
+      if (error.code !== "transact_guard_failed") throw error;
+      continue;
+    }
+    const saved = await membershipLoad(db, "networkSeat", String(seat.id));
+    requireMembershipScope(saved, input);
+    return membership(true, saved);
+  }
+  return membershipFail("membership_dispute_retry_required");
+}
+
+// src/membership-dispute-authority.ts
+var TERMINAL2 = ["refunded", "refund_pending", "canceled", "declined", "restarting", "superseded"];
+var text4 = (value) => typeof value === "string" && value ? value : void 0;
+var refOf = (value) => typeof value === "string" ? text4(value) : text4(value?.id);
 async function readDisputedCharge(secretKey, chargeId, fetch2) {
   if (!/^ch_[A-Za-z0-9]+$/.test(chargeId)) membershipFail("invalid_dispute_charge");
   const config = { secretKey, ...fetch2 ? { fetch: fetch2 } : {} };
@@ -4879,7 +4965,7 @@ async function readDisputedCharge(secretKey, chargeId, fetch2) {
     if (!invoice.ok || invoice.body.id !== invoiceId) membershipFail("membership_dispute_provider_unavailable");
     subscriptionId = refOf(invoice.body.subscription) ?? refOf(invoice.body.parent?.subscription_details?.subscription);
   }
-  const seatId = text3(charge.body.metadata?.seatId);
+  const seatId = text4(charge.body.metadata?.seatId);
   return {
     chargeId,
     customerId,
@@ -4905,37 +4991,23 @@ async function reconcileMembershipDispute(db, input, now, secretKey, resolved) {
     termEndsAt: Number(value.termEndsAt),
     graceEndsAt: Number(value.graceEndsAt ?? 0),
     autoRenew: value.autoRenew === true,
-    ...text3(value.disputeStatus) ? { disputeStatus: text3(value.disputeStatus) } : {},
+    ...text4(value.disputeStatus) ? { disputeStatus: text4(value.disputeStatus) } : {},
     applied
   });
   const known = await membershipLoad(db, "networkMembership", id11);
   requireMembershipScope(known, input);
   if (known.disputeEventId === input.eventId) return receipt(known);
+  const seatKnown = known.namedSeatId ? await membershipLoad(db, "networkSeat", String(known.namedSeatId)) : void 0;
+  if (seatKnown?.disputeEventId === input.eventId) return { ...receipt(known, true), seat: namedSeatDisputeStanding(seatKnown, true) };
   const charge = resolved && resolved.chargeId === fact.chargeId ? resolved : await readDisputedCharge(secretKey, fact.chargeId);
+  if (charge.customerId !== known.providerCustomerId) membershipFail("membership_dispute_scope_mismatch");
+  if (charge.seatId) return reconcileNamedSeatDispute(db, input, now, charge, { row: row2, fact, guard: evidenceGuard });
   for (let attempt = 0; attempt < 8; attempt++) {
     const state = await loadMembershipAuthorityState(db, input), member = await membershipLoad(db, "networkMembership", id11);
     requireMembershipScope(member, input);
-    if (charge.customerId !== member.providerCustomerId) membershipFail("membership_dispute_scope_mismatch");
     if (!disputedChargeCoversMembership(charge, member) || member.disputeEventId === input.eventId) return receipt(member);
-    const status2 = String(fact.status ?? "unknown"), closed = CLOSED_STATUSES.includes(status2);
-    const sameDispute = member.disputeId === fact.objectId;
-    if (sameDispute && Number(member.disputeClosedAt ?? 0) > 0 && !closed) return receipt(member, false);
-    const won = DISPUTE_WON_STATUSES.includes(status2);
-    const suspended = member.status === MEMBERSHIP_DISPUTED_STATUS, terminal = TERMINAL.includes(String(member.status));
-    const next = terminal ? String(member.status) : won ? suspended ? String(member.disputePriorStatus ?? (member.journeyApprovedAt ? "active" : "paid_pending_approval")) : String(member.status) : MEMBERSHIP_DISPUTED_STATUS;
-    const attrs = {
-      status: next,
-      disputeId: fact.objectId,
-      disputeStatus: status2,
-      disputeEventId: input.eventId,
-      disputeClosedAt: closed ? now : 0,
-      ...fact.disputeReason ? { disputeReason: fact.disputeReason } : {},
-      ...fact.amountCents !== void 0 ? { disputeAmountCents: fact.amountCents } : {},
-      ...sameDispute ? {} : { disputedAt: now },
-      ...next === MEMBERSHIP_DISPUTED_STATUS && !suspended ? { disputePriorStatus: String(member.status) } : {},
-      revision: Number(member.revision) + 1,
-      updatedAt: now
-    };
+    const attrs = disputeTransition(member, fact, input.eventId, now, TERMINAL2);
+    if (!attrs) return receipt(member, false);
     try {
       await db.transact([membershipUpdate("networkMembership", id11, attrs)], { mutationId: `membership-dispute:${id11}:${input.eventId}`, guards: [
         { ns: "networkMembership", id: id11, exists: true, equals: { revision: member.revision } },
@@ -6339,7 +6411,7 @@ async function readBoundedJson(response, signal, maxBytes, label) {
   };
   signal.addEventListener("abort", cancel, { once: true });
   let size = 0;
-  let text7 = "";
+  let text8 = "";
   const decoder = new TextDecoder();
   try {
     while (true) {
@@ -6349,10 +6421,10 @@ async function readBoundedJson(response, signal, maxBytes, label) {
       if (done) break;
       size += value.byteLength;
       if (size > maxBytes) throw new TypeError(`${label} exceeds limit`);
-      text7 += decoder.decode(value, { stream: true });
+      text8 += decoder.decode(value, { stream: true });
     }
     try {
-      return JSON.parse(text7 + decoder.decode());
+      return JSON.parse(text8 + decoder.decode());
     } catch {
       throw new TypeError(`invalid ${label}`);
     }
@@ -6839,6 +6911,19 @@ var id10 = () => attr9("string", false, true, true);
 var key2 = (optional = false) => attr9("string", optional, false, true);
 var scope = () => ({ appId: key2(), chapterId: key2(), environment: key2(), runtime: key2(), applicationId: key2(), skuId: key2() });
 var times = () => ({ revision: attr9("number"), createdAt: attr9("number"), updatedAt: attr9("number") });
+var dispute = () => ({
+  disputeId: key2(true),
+  disputeStatus: attr9("string", true),
+  disputeReason: attr9("string", true),
+  disputeAmountCents: attr9("number", true),
+  disputedAt: attr9("number", true),
+  disputeClosedAt: attr9("number", true),
+  disputePriorStatus: attr9("string", true),
+  disputeEventId: key2(true),
+  rechargePaymentIntentId: key2(true),
+  rechargedAt: attr9("number", true),
+  rechargeAttempt: attr9("json", true)
+});
 var membershipAuthorityEntities = {
   networkMembership: { attrs: {
     id: id10(),
@@ -6879,19 +6964,7 @@ var membershipAuthorityEntities = {
     ...times(),
     refundRequestedAt: attr9("number", true),
     restartId: key2(true),
-    // A card-network dispute on this membership's payment: Stripe's dispute id and status, the reason the cardholder gave,
-    // the status the membership held before it was suspended, and the re-issued charge once an operator collected again.
-    disputeId: key2(true),
-    disputeStatus: attr9("string", true),
-    disputeReason: attr9("string", true),
-    disputeAmountCents: attr9("number", true),
-    disputedAt: attr9("number", true),
-    disputeClosedAt: attr9("number", true),
-    disputePriorStatus: attr9("string", true),
-    disputeEventId: key2(true),
-    rechargePaymentIntentId: key2(true),
-    rechargedAt: attr9("number", true),
-    rechargeAttempt: attr9("json", true)
+    ...dispute()
   } },
   membershipRestart: { attrs: {
     id: id10(),
@@ -6967,7 +7040,8 @@ var membershipAuthorityEntities = {
     refundedCents: attr9("number", true),
     providerRefundIds: attr9("json", true),
     regiftedAt: attr9("number", true),
-    formerRecipients: attr9("json", true)
+    formerRecipients: attr9("json", true),
+    ...dispute()
   } },
   networkSeatRecipient: { attrs: { id: id10(), appId: key2(), chapterId: key2(), environment: key2(), runtime: key2(), seatId: key2(), recipientEmailNormalized: key2(), createdAt: attr9("number") } },
   membershipEffect: { attrs: {
@@ -7327,7 +7401,7 @@ var record2 = (value) => value !== null && typeof value === "object" && !Array.i
 function unknownKeys2(value, allowed2, path, errors) {
   for (const key3 of Object.keys(value)) if (!allowed2.has(key3)) errors.push(`${path}.${key3} is not supported`);
 }
-function text4(value, path, errors, max = MAX_TEXT2, required = true) {
+function text5(value, path, errors, max = MAX_TEXT2, required = true) {
   if (value === void 0 && !required) return void 0;
   if (typeof value !== "string" || required && !value.trim()) {
     errors.push(`${path} must be a non-empty string`);
@@ -7353,7 +7427,7 @@ function scopeValue(value, path, errors) {
     return { kind: raw2.kind };
   }
   if (raw2.kind === "chapter") {
-    const chapterId = text4(raw2.chapterId, `${path}.chapterId`, errors, 63) ?? "";
+    const chapterId = text5(raw2.chapterId, `${path}.chapterId`, errors, 63) ?? "";
     if (chapterId && !APP_ID.test(chapterId)) errors.push(`${path}.chapterId must be a lowercase app slug`);
     return { kind: "chapter", chapterId };
   }
@@ -7367,22 +7441,22 @@ function resourceValue(value, path, errors) {
     return null;
   }
   unknownKeys2(raw2, RESOURCE_KEYS, path, errors);
-  const id11 = text4(raw2.id, `${path}.id`, errors, 80) ?? "";
+  const id11 = text5(raw2.id, `${path}.id`, errors, 80) ?? "";
   if (id11 && !ID2.test(id11)) errors.push(`${path}.id must be lowercase kebab-case`);
-  const kind = text4(raw2.kind, `${path}.kind`, errors) ?? "";
+  const kind = text5(raw2.kind, `${path}.kind`, errors) ?? "";
   if (!KINDS.has(kind)) errors.push(`${path}.kind is unsupported`);
-  const title = text4(raw2.title, `${path}.title`, errors, 240) ?? "";
-  const summary = text4(raw2.summary, `${path}.summary`, errors, 1e3, false);
-  const status2 = text4(raw2.status, `${path}.status`, errors) ?? "";
+  const title = text5(raw2.title, `${path}.title`, errors, 240) ?? "";
+  const summary = text5(raw2.summary, `${path}.summary`, errors, 1e3, false);
+  const status2 = text5(raw2.status, `${path}.status`, errors) ?? "";
   if (!STATUSES.has(status2)) errors.push(`${path}.status must be draft, published, or archived`);
   const revision = integer3(raw2.revision, `${path}.revision`, errors);
   const scope2 = scopeValue(raw2.scope, `${path}.scope`, errors) ?? { kind: "global" };
-  const tags = Array.isArray(raw2.tags) ? raw2.tags.map((tag, index2) => text4(tag, `${path}.tags[${index2}]`, errors, 80) ?? "") : [];
+  const tags = Array.isArray(raw2.tags) ? raw2.tags.map((tag, index2) => text5(tag, `${path}.tags[${index2}]`, errors, 80) ?? "") : [];
   if (!Array.isArray(raw2.tags)) errors.push(`${path}.tags must be an array`);
   if (tags.length > MAX_TAGS) errors.push(`${path}.tags may contain at most ${MAX_TAGS} items`);
   if (new Set(tags).size !== tags.length) errors.push(`${path}.tags must be unique`);
-  const bodyMarkdown = text4(raw2.bodyMarkdown, `${path}.bodyMarkdown`, errors, MAX_MARKDOWN2, false);
-  const url = text4(raw2.url, `${path}.url`, errors, 2048, false);
+  const bodyMarkdown = text5(raw2.bodyMarkdown, `${path}.bodyMarkdown`, errors, MAX_MARKDOWN2, false);
+  const url = text5(raw2.url, `${path}.url`, errors, 2048, false);
   if (url) {
     try {
       if (new URL(url).protocol !== "https:") errors.push(`${path}.url must use https`);
@@ -7394,9 +7468,9 @@ function resourceValue(value, path, errors) {
   if (raw2.brandAsset !== void 0 && !asset) errors.push(`${path}.brandAsset must be an object`);
   if (asset) unknownKeys2(asset, ASSET_KEYS, `${path}.brandAsset`, errors);
   const brandAsset = asset ? {
-    bookId: text4(asset.bookId, `${path}.brandAsset.bookId`, errors, 160) ?? "",
-    assetId: text4(asset.assetId, `${path}.brandAsset.assetId`, errors, 160) ?? "",
-    ...asset.filename === void 0 ? {} : { filename: text4(asset.filename, `${path}.brandAsset.filename`, errors, 240) ?? "" }
+    bookId: text5(asset.bookId, `${path}.brandAsset.bookId`, errors, 160) ?? "",
+    assetId: text5(asset.assetId, `${path}.brandAsset.assetId`, errors, 160) ?? "",
+    ...asset.filename === void 0 ? {} : { filename: text5(asset.filename, `${path}.brandAsset.filename`, errors, 240) ?? "" }
   } : void 0;
   if ((kind === "document" || kind === "note") && !bodyMarkdown) errors.push(`${path}.bodyMarkdown is required for ${kind}`);
   if ((kind === "link" || kind === "inspiration") && !url) errors.push(`${path}.url is required for ${kind}`);
@@ -7411,17 +7485,17 @@ function resourceValue(value, path, errors) {
   if (provenanceRaw?.promotedFrom !== void 0 && !promotedRaw) errors.push(`${path}.provenance.promotedFrom must be an object`);
   if (promotedRaw) unknownKeys2(promotedRaw, PROMOTION_KEYS, `${path}.provenance.promotedFrom`, errors);
   const promotedFrom = promotedRaw ? {
-    chapterId: text4(promotedRaw.chapterId, `${path}.provenance.promotedFrom.chapterId`, errors, 63) ?? "",
-    resourceId: text4(promotedRaw.resourceId, `${path}.provenance.promotedFrom.resourceId`, errors, 80) ?? "",
+    chapterId: text5(promotedRaw.chapterId, `${path}.provenance.promotedFrom.chapterId`, errors, 63) ?? "",
+    resourceId: text5(promotedRaw.resourceId, `${path}.provenance.promotedFrom.resourceId`, errors, 80) ?? "",
     resourceRevision: integer3(promotedRaw.resourceRevision, `${path}.provenance.promotedFrom.resourceRevision`, errors),
     documentRevision: integer3(promotedRaw.documentRevision, `${path}.provenance.promotedFrom.documentRevision`, errors),
-    promotedBy: text4(promotedRaw.promotedBy, `${path}.provenance.promotedFrom.promotedBy`, errors, 320) ?? "",
+    promotedBy: text5(promotedRaw.promotedBy, `${path}.provenance.promotedFrom.promotedBy`, errors, 320) ?? "",
     promotedAt: integer3(promotedRaw.promotedAt, `${path}.provenance.promotedFrom.promotedAt`, errors, 0)
   } : void 0;
   const provenance = {
-    createdBy: text4(provenanceRaw?.createdBy, `${path}.provenance.createdBy`, errors, 320) ?? "",
+    createdBy: text5(provenanceRaw?.createdBy, `${path}.provenance.createdBy`, errors, 320) ?? "",
     createdAt: integer3(provenanceRaw?.createdAt, `${path}.provenance.createdAt`, errors, 0),
-    updatedBy: text4(provenanceRaw?.updatedBy, `${path}.provenance.updatedBy`, errors, 320) ?? "",
+    updatedBy: text5(provenanceRaw?.updatedBy, `${path}.provenance.updatedBy`, errors, 320) ?? "",
     updatedAt: integer3(provenanceRaw?.updatedAt, `${path}.provenance.updatedAt`, errors, 0),
     ...promotedFrom ? { promotedFrom } : {}
   };
@@ -7440,7 +7514,7 @@ function validateBuilderLibraryDocument(value, options = {}) {
   if (sourceRaw) unknownKeys2(sourceRaw, SOURCE_KEYS2, "document.source", errors);
   const sourceType = sourceRaw?.type;
   if (sourceType !== "chapter" && sourceType !== "built_not_found") errors.push("document.source.type must be chapter or built_not_found");
-  const sourceAppId = text4(sourceRaw?.appId, "document.source.appId", errors, 63) ?? "";
+  const sourceAppId = text5(sourceRaw?.appId, "document.source.appId", errors, 63) ?? "";
   if (sourceAppId && !APP_ID.test(sourceAppId)) errors.push("document.source.appId must be a lowercase app slug");
   if (options.sourceType && sourceType !== options.sourceType) errors.push(`document.source.type must be ${options.sourceType}`);
   if (options.sourceAppId && sourceAppId !== options.sourceAppId) errors.push(`document.source.appId must be ${options.sourceAppId}`);
@@ -7448,8 +7522,8 @@ function validateBuilderLibraryDocument(value, options = {}) {
   if (raw2.target !== void 0 && !targetRaw) errors.push("document.target must be an object");
   if (targetRaw) unknownKeys2(targetRaw, TARGET_KEYS2, "document.target", errors);
   const target = targetRaw ? {
-    appId: text4(targetRaw.appId, "document.target.appId", errors, 63) ?? "",
-    environment: text4(targetRaw.environment, "document.target.environment", errors, 80) ?? ""
+    appId: text5(targetRaw.appId, "document.target.appId", errors, 63) ?? "",
+    environment: text5(targetRaw.environment, "document.target.environment", errors, 80) ?? ""
   } : void 0;
   if (options.targetAppId && target?.appId !== options.targetAppId) errors.push(`document.target.appId must be ${options.targetAppId}`);
   if (!Array.isArray(raw2.resources)) errors.push("document.resources must be an array");
@@ -7544,9 +7618,9 @@ async function createBuilderLibraryEnvelope(document) {
 }
 
 // src/email-retirement.ts
-function isRetiredEmailCopy(subject, text7) {
+function isRetiredEmailCopy(subject, text8) {
   const subjectCopy = subject.trimStart().replace(/^\[dev\]\s*/i, "");
-  const bodyCopy = text7.trimStart().replace(/^\(dev redirect; original recipient: [^\r\n]*\)\r?\n\r?\n/, "");
+  const bodyCopy = text8.trimStart().replace(/^\(dev redirect; original recipient: [^\r\n]*\)\r?\n\r?\n/, "");
   return /^\(\s*unused\s*:/i.test(subjectCopy) || /^Unused\.\s*Switched off\b/i.test(bodyCopy);
 }
 
@@ -7624,14 +7698,92 @@ function planDelivery(input) {
   if (isRetiredEmailCopy(renderedSubject, renderedText)) return { deliver: false, reason: "template-retired" };
   if ((0, import_crm5.validateEmailCopy)({ subject: renderedSubject, text: renderedText }, { allowedVariables: [] }).length) return { deliver: false, reason: "template-invalid" };
   const subject = (redirect ? "[dev] " : "") + renderedSubject;
-  const text7 = redirect ? `(dev redirect; original recipient: ${input.to})
+  const text8 = redirect ? `(dev redirect; original recipient: ${input.to})
 
 ` + renderedText : renderedText;
-  return { deliver: true, transport, to, subject, text: text7, redirected: redirect };
+  return { deliver: true, transport, to, subject, text: text8, redirected: redirect };
 }
 
 // src/email-readiness.ts
 var import_crm6 = require("@odla-ai/crm");
+
+// src/email-spam-signals.ts
+var TRIGGER_PHRASES = [
+  "act now",
+  "click here",
+  "limited time",
+  "guaranteed",
+  "risk-free",
+  "risk free",
+  "no obligation",
+  "100% free",
+  "winner",
+  "congratulations",
+  "urgent",
+  "double your",
+  "earn money",
+  "make money",
+  "cash bonus",
+  "once in a lifetime",
+  "exclusive deal",
+  "order now",
+  "buy now",
+  "this is not spam",
+  "dear friend",
+  "dear customer"
+];
+var SUBJECT_TRIGGERS = ["free", ...TRIGGER_PHRASES];
+var DEV_HOSTS = /(?:^|\.)(?:workers\.dev|pages\.dev|localhost|ngrok(?:-free)?\.app|trycloudflare\.com)$/i;
+var SHORTENERS = /^(?:bit\.ly|tinyurl\.com|t\.co|goo\.gl|ow\.ly|is\.gd|buff\.ly|rebrand\.ly|cutt\.ly|tiny\.cc|shorturl\.at|rb\.gy)$/i;
+var URL_RE = /https?:\/\/[^\s<>"')\]]+/g;
+var strip = (s) => s.replace(/\{\{\w+\}\}/g, " ");
+var words = (s) => strip(s).split(/\s+/).filter(Boolean);
+var phraseIn = (phrases, haystack) => phrases.find((phrase) => new RegExp(`(?:^|[^a-z0-9])${phrase.replace(/[.*+?^${}()|[\]\\]/g, "\\$&")}(?![a-z0-9])`, "i").test(haystack));
+function emailSpamSignals(copy) {
+  const subject = typeof copy.subject === "string" ? copy.subject : "";
+  const text8 = typeof copy.text === "string" ? copy.text : "";
+  const out = [];
+  const letters = strip(subject).replace(/[^A-Za-z]/g, "");
+  const shouting = letters.length >= 6 && letters.replace(/[^A-Z]/g, "").length / letters.length > 0.5 || words(subject).some((word) => /^[A-Z]{4,}$/.test(word.replace(/[^A-Za-z]/g, "")));
+  if (shouting) out.push({ code: "subject-caps", message: "The subject shouts in capital letters. Filters read that as a spam signal; use sentence case." });
+  if (/[!?]{2,}|!\s*$/.test(subject)) out.push({ code: "subject-punctuation", message: "Repeated or trailing exclamation marks in the subject are a classic spam signal." });
+  if (/^\s*(?:re|fw|fwd)\s*:/i.test(subject)) out.push({ code: "subject-fake-reply", message: "A subject that starts like a reply or forward reads as a spoof when the recipient never wrote first." });
+  const subjectHit = phraseIn(SUBJECT_TRIGGERS, strip(subject));
+  if (subjectHit) out.push({ code: "subject-trigger-words", message: `The subject uses "${subjectHit}", a word filters weight against the sender.` });
+  const bodyHit = phraseIn(TRIGGER_PHRASES, strip(text8));
+  if (bodyHit) out.push({ code: "body-trigger-words", message: `The body uses "${bodyHit}", a phrase filters weight against the sender.` });
+  if (/(?:^|\s)[A-Z]{3,}(?:\s+[A-Z]{3,}){2,}(?=\s|$)/.test(strip(text8))) out.push({ code: "body-caps", message: "The body shouts a run of capitalised words; use sentence case." });
+  if (/!{2,}/.test(text8)) out.push({ code: "body-punctuation", message: "Repeated exclamation marks in the body are a classic spam signal." });
+  const urls = [...text8.matchAll(URL_RE)].map((match) => match[0]);
+  const hosts = urls.map((url) => {
+    try {
+      return new URL(url).hostname;
+    } catch {
+      return "";
+    }
+  });
+  if (urls.some((url) => /^http:\/\//i.test(url))) out.push({ code: "link-insecure", message: "A link uses http:// instead of https://. Filters flag insecure links." });
+  if (hosts.some((host) => DEV_HOSTS.test(host) || /^\d+\.\d+\.\d+\.\d+$/.test(host))) out.push({ code: "link-origin", message: "A link points at a development host (workers.dev, pages.dev, localhost or a raw IP). Link to the site's own domain." });
+  if (hosts.some((host) => SHORTENERS.test(host))) out.push({ code: "link-shortener", message: "A link uses a URL shortener, which hides the destination and is heavily abused. Link to the real address." });
+  if (new Set(urls).size > 5) out.push({ code: "link-many", message: "The body has more than five links. Keep lifecycle mail to the one or two the reader needs." });
+  if (urls.length && words(text8).length < 20) out.push({ code: "body-link-only", message: "The body is little more than a link. Say what the reader is being sent and why before the address." });
+  return out;
+}
+function emailSenderWarnings(input) {
+  const out = [];
+  const from = (input.fromEmail ?? "").trim().toLowerCase().replace(/^.*<([^>]+)>.*$/, "$1");
+  const reply = (input.replyTo ?? "").trim().toLowerCase();
+  const domain = (address) => address.split("@")[1] ?? "";
+  if (/^(?:no-?reply|do-?not-?reply|donotreply)(?:[+.-][^@]*)?@/.test(from)) {
+    out.push({ code: "sender-no-reply", message: "Mail is sent from a no-reply address. Gmail's sender guidelines advise against it; send from a monitored address so replies and unsubscribe requests reach someone." });
+  }
+  if (domain(from) && domain(reply) && domain(from) !== domain(reply)) {
+    out.push({ code: "reply-to-domain", message: `Replies go to ${domain(reply)} while mail is sent from ${domain(from)}. A Reply-To on another domain is a mild spam signal; prefer an address on the sending domain.` });
+  }
+  return out;
+}
+
+// src/email-readiness.ts
 function validateEmailReadiness(input) {
   const issues = [];
   for (const key3 of Object.keys(input.templates)) if (!input.events[key3]) {
@@ -7656,9 +7808,56 @@ ${template.text ?? ""}`.matchAll(/\{\{(\w+)\}\}/g)].map((match) => match[1]);
     }
     if (event2.requiresTier && input.tiersUnavailable) problems.push({ code: "tiers-unavailable", message: "Tier names are unavailable; delivery checks will block unresolved memberships." });
     else if (event2.requiresTier && noTierNames) problems.push({ code: "tiers-missing", message: "Configure the membership tier names needed by this event." });
-    return { ...event2, key: key3, status: template?.enabled === false ? "disabled" : problems.length ? "blocked" : "ready", issues: problems };
+    return {
+      ...event2,
+      key: key3,
+      status: template?.enabled === false ? "disabled" : problems.length ? "blocked" : "ready",
+      issues: problems,
+      warnings: template ? emailSpamSignals(template) : []
+    };
   });
-  return { checkedAt: input.now ?? Date.now(), events: events2, issues };
+  return { checkedAt: input.now ?? Date.now(), events: events2, issues, warnings: emailSenderWarnings(input.sender ?? {}) };
+}
+
+// src/email-html.ts
+var URL_RE2 = /https?:\/\/[^\s<>"')\]]+[^\s<>"').,;:!?\]]/g;
+function escapeHtml(s) {
+  return s.replace(/&/g, "&amp;").replace(/</g, "&lt;").replace(/>/g, "&gt;").replace(/"/g, "&quot;");
+}
+function lineHtml(line) {
+  let out = "", last = 0;
+  for (const match of line.matchAll(URL_RE2)) {
+    out += escapeHtml(line.slice(last, match.index));
+    const url = escapeHtml(match[0]);
+    out += `<a href="${url}">${url}</a>`;
+    last = match.index + match[0].length;
+  }
+  return out + escapeHtml(line.slice(last));
+}
+function textToHtml(text8) {
+  const paragraphs = text8.replace(/\r\n/g, "\n").trim().split(/\n{2,}/).filter((paragraph) => paragraph.trim());
+  const body = paragraphs.map((paragraph) => `<p>${paragraph.split("\n").map(lineHtml).join("<br>\n")}</p>`).join("\n");
+  return `<!doctype html>
+<html><head><meta charset="utf-8"><meta name="viewport" content="width=device-width"></head>
+<body style="margin:0;padding:24px 16px;background:#ffffff;color:#1a1a1a;font-family:-apple-system,BlinkMacSystemFont,'Segoe UI',Helvetica,Arial,sans-serif;font-size:16px;line-height:1.5">
+${body}
+</body></html>`;
+}
+
+// src/email-deliverability.ts
+var ADMINISTRATOR_AUDIENCE = /^(?:administrator|admin|team|operator|owner|staff)s?$/i;
+function isRecipientFacing(event2) {
+  return !event2 || !ADMINISTRATOR_AUDIENCE.test(event2.audience.trim());
+}
+function listUnsubscribeHeader(replyTo) {
+  const address = replyTo.trim();
+  if (!/^[^\s@,;<>?]+@[^\s@,;<>?]+\.[^\s@,;<>?]+$/.test(address)) return void 0;
+  return `<mailto:${address}?subject=${encodeURIComponent("unsubscribe")}>`;
+}
+function deliverabilityHeaders(input) {
+  if (!isRecipientFacing(input.event)) return void 0;
+  const value = listUnsubscribeHeader(input.replyTo);
+  return value ? { "List-Unsubscribe": value } : void 0;
 }
 
 // src/notify.ts
@@ -7826,11 +8025,16 @@ async function sendTemplated(deps, input) {
   if (decision.transport === "log-only") return { sent: true };
   let messageId;
   try {
+    const text8 = String(row2.body);
+    const html = deps.renderHtml === false ? void 0 : (deps.renderHtml ?? textToHtml)(text8);
+    const headers = deliverabilityHeaders({ event: event2, replyTo: input.group.replyTo });
     const response = await deps.sender.send({
       from: fromAddress(deps.from, input.group.fromName),
       to: [decision.to],
       subject: String(row2.subject),
-      text: String(row2.body),
+      text: text8,
+      ...html ? { html } : {},
+      ...headers ? { headers } : {},
       replyTo: input.group.replyTo
     });
     if (!response || typeof response.messageId !== "string" || !response.messageId) throw new Error("missing delivery receipt");
@@ -8283,7 +8487,7 @@ var ID4 = /^[a-z][a-z0-9-]{1,79}$/;
 var PRICE = /^price_[A-Za-z0-9]{12,}$/;
 var CURRENCY = /^[a-z]{3}$/;
 var record3 = (value) => value && typeof value === "object" && !Array.isArray(value) ? value : null;
-var text5 = (value, path, errors, max) => {
+var text6 = (value, path, errors, max) => {
   if (typeof value !== "string" || !value.trim()) {
     errors.push(`${path} is required`);
     return "";
@@ -8311,23 +8515,23 @@ function validateGiftOfferCatalog(input, tierIds) {
     }
     const allowed2 = /* @__PURE__ */ new Set(["id", "target", "billingMode", "stripePriceId", "priceCents", "currency", "redemptionLifetimeHours", "activeFrom", "activeUntil", "title", "description", "ctaLabel"]);
     for (const key3 of Object.keys(item)) if (!allowed2.has(key3)) errors.push(`${path}.${key3} is not supported`);
-    const id11 = text5(item.id, `${path}.id`, errors, 80);
+    const id11 = text6(item.id, `${path}.id`, errors, 80);
     if (id11 && !ID4.test(id11)) errors.push(`${path}.id must be a lowercase kebab-case id`);
     if (ids2.has(id11)) errors.push(`${path}.id duplicates "${id11}"`);
     ids2.add(id11);
     const targetRaw = record3(item.target);
     let target = { type: "entitlement", entitlementKey: "invalid" };
     if (targetRaw?.type === "tier") {
-      const tierId = text5(targetRaw.tierId, `${path}.target.tierId`, errors, 80);
+      const tierId = text6(targetRaw.tierId, `${path}.target.tierId`, errors, 80);
       if (!tierIds.has(tierId)) errors.push(`${path}.target.tierId must reference a declared tier`);
       target = { type: "tier", tierId };
     } else if (targetRaw?.type === "entitlement") {
-      const entitlementKey = text5(targetRaw.entitlementKey, `${path}.target.entitlementKey`, errors, 80);
+      const entitlementKey = text6(targetRaw.entitlementKey, `${path}.target.entitlementKey`, errors, 80);
       if (entitlementKey && !ID4.test(entitlementKey)) errors.push(`${path}.target.entitlementKey must be a lowercase kebab-case id`);
       target = { type: "entitlement", entitlementKey };
     } else errors.push(`${path}.target.type must be tier or entitlement`);
     if (item.billingMode !== "one_time" && item.billingMode !== "subscription") errors.push(`${path}.billingMode must be one_time or subscription`);
-    const stripePriceId = text5(item.stripePriceId, `${path}.stripePriceId`, errors, 128);
+    const stripePriceId = text6(item.stripePriceId, `${path}.stripePriceId`, errors, 128);
     if (stripePriceId && !PRICE.test(stripePriceId)) errors.push(`${path}.stripePriceId must be a real Stripe Price id`);
     if (!Number.isSafeInteger(item.priceCents) || Number(item.priceCents) < 1 || Number(item.priceCents) > 1e8) errors.push(`${path}.priceCents must be an integer from 1 to 100,000,000`);
     const currency = typeof item.currency === "string" ? item.currency.trim().toLowerCase() : "";
@@ -8349,9 +8553,9 @@ function validateGiftOfferCatalog(input, tierIds) {
       redemptionLifetimeHours: lifetime,
       ...activeFrom !== void 0 ? { activeFrom } : {},
       ...activeUntil !== void 0 ? { activeUntil } : {},
-      title: text5(item.title, `${path}.title`, errors, 160),
-      description: text5(item.description, `${path}.description`, errors, 2e3),
-      ctaLabel: text5(item.ctaLabel, `${path}.ctaLabel`, errors, 120)
+      title: text6(item.title, `${path}.title`, errors, 160),
+      description: text6(item.description, `${path}.description`, errors, 2e3),
+      ctaLabel: text6(item.ctaLabel, `${path}.ctaLabel`, errors, 120)
     });
   }
   return errors.length ? { ok: false, errors } : { ok: true, value: { schemaVersion: 1, offers } };
@@ -9434,10 +9638,10 @@ function boundedString(value, path, errors, max, required = false) {
     errors.push(`${path} must be a string`);
     return void 0;
   }
-  const text7 = value.trim();
-  if (required && !text7) errors.push(`${path} is required`);
-  if (text7.length > max) errors.push(`${path} must be at most ${max.toLocaleString("en-US")} characters`);
-  return text7;
+  const text8 = value.trim();
+  if (required && !text8) errors.push(`${path} is required`);
+  if (text8.length > max) errors.push(`${path} must be at most ${max.toLocaleString("en-US")} characters`);
+  return text8;
 }
 function validateMembershipPageDocument(input, options = {}) {
   const errors = [];
@@ -9486,8 +9690,8 @@ function validateMembershipPageDocument(input, options = {}) {
       else {
         if (item.benefits.length > MAX_BENEFITS) errors.push(`${path}.benefits supports at most ${MAX_BENEFITS} entries`);
         benefits = item.benefits.slice(0, MAX_BENEFITS).flatMap((benefit, benefitIndex) => {
-          const text7 = boundedString(benefit, `${path}.benefits[${benefitIndex}]`, errors, 2e3, true);
-          return text7 ? [text7] : [];
+          const text8 = boundedString(benefit, `${path}.benefits[${benefitIndex}]`, errors, 2e3, true);
+          return text8 ? [text8] : [];
         });
       }
     }
@@ -9586,7 +9790,7 @@ var recordOf = (value) => value !== null && typeof value === "object" && !Array.
 function unknownKeys3(value, allowed2, path, errors) {
   for (const key3 of Object.keys(value)) if (!allowed2.has(key3)) errors.push(`${path}.${key3} is not supported`);
 }
-function text6(value, path, errors, max = 65536) {
+function text7(value, path, errors, max = 65536) {
   if (typeof value !== "string" || !value.trim()) {
     errors.push(`${path} is required`);
     return "";
@@ -9609,11 +9813,11 @@ function tiersOf(value, errors) {
       return [];
     }
     unknownKeys3(item, TIER_KEYS2, path, errors);
-    const id11 = text6(item.id, `${path}.id`, errors, 80);
+    const id11 = text7(item.id, `${path}.id`, errors, 80);
     if (id11 && !TIER.test(id11)) errors.push(`${path}.id must be a lowercase kebab-case id`);
     if (seen.has(id11)) errors.push(`${path}.id duplicates "${id11}"`);
     seen.add(id11);
-    const name = text6(item.name, `${path}.name`, errors, 160);
+    const name = text7(item.name, `${path}.name`, errors, 160);
     if (typeof item.available !== "boolean") errors.push(`${path}.available must be boolean`);
     if (!Number.isInteger(item.sortOrder) || Number(item.sortOrder) < 0) errors.push(`${path}.sortOrder must be a non-negative integer`);
     if (!Number.isInteger(item.priceCents) || Number(item.priceCents) < 0 || Number(item.priceCents) > 1e8) {
@@ -9631,7 +9835,7 @@ function tiersOf(value, errors) {
     if (item.interval !== void 0 && item.interval !== "year" && item.interval !== "month") {
       errors.push(`${path}.interval must be year or month`);
     }
-    const blurb = item.blurb === void 0 ? void 0 : text6(item.blurb, `${path}.blurb`, errors, 4e3);
+    const blurb = item.blurb === void 0 ? void 0 : text7(item.blurb, `${path}.blurb`, errors, 4e3);
     return [{
       id: id11,
       name,
@@ -9689,7 +9893,7 @@ function policyOf(value, errors, tiers2) {
   const result = {};
   for (const key3 of allowed2) {
     if (input[key3] === void 0 && key3 !== "disclaimerText" && key3 !== "refundPolicyText") continue;
-    result[key3] = text6(input[key3], `document.policy.${key3}`, errors);
+    result[key3] = text7(input[key3], `document.policy.${key3}`, errors);
   }
   const tierPolicies = {};
   if (input.tierPolicies !== void 0) {
@@ -9704,8 +9908,8 @@ function policyOf(value, errors, tiers2) {
       }
       unknownKeys3(policy2, /* @__PURE__ */ new Set(["refundPolicyText", "trustCopy"]), path, errors);
       tierPolicies[id11] = {
-        refundPolicyText: text6(policy2.refundPolicyText, `${path}.refundPolicyText`, errors),
-        ...policy2.trustCopy !== void 0 ? { trustCopy: text6(policy2.trustCopy, `${path}.trustCopy`, errors) } : {}
+        refundPolicyText: text7(policy2.refundPolicyText, `${path}.refundPolicyText`, errors),
+        ...policy2.trustCopy !== void 0 ? { trustCopy: text7(policy2.trustCopy, `${path}.trustCopy`, errors) } : {}
       };
     }
   }
@@ -9745,9 +9949,9 @@ function validateSignupControlDocument(input) {
   if (!Number.isSafeInteger(root.generatedAt) || Number(root.generatedAt) < 1) errors.push("document.generatedAt must be epoch milliseconds");
   const source = recordOf(root.source);
   const target = recordOf(root.target);
-  const appId = text6(source?.appId, "document.source.appId", errors, 63);
-  const chapterId = text6(target?.chapterId, "document.target.chapterId", errors, 63);
-  const environment = text6(target?.environment, "document.target.environment", errors, 63);
+  const appId = text7(source?.appId, "document.source.appId", errors, 63);
+  const chapterId = text7(target?.chapterId, "document.target.chapterId", errors, 63);
+  const environment = text7(target?.environment, "document.target.environment", errors, 63);
   if (appId && !SLUG9.test(appId)) errors.push("document.source.appId must be a lowercase app slug");
   if (chapterId && !SLUG9.test(chapterId)) errors.push("document.target.chapterId must be a lowercase app slug");
   if (environment && !ENVIRONMENT.test(environment)) errors.push("document.target.environment is invalid");
@@ -9924,9 +10128,9 @@ function markdownBenefits(lines, path, errors) {
       errors.push(`${path} line ${index2 + 1} must be a Markdown bullet`);
       continue;
     }
-    const text7 = (match[1] ?? "").trim();
-    if (text7.length > 2e3) errors.push(`${path} line ${index2 + 1} must be at most 2,000 characters`);
-    if (text7) benefits.push(text7);
+    const text8 = (match[1] ?? "").trim();
+    if (text8.length > 2e3) errors.push(`${path} line ${index2 + 1} must be at most 2,000 characters`);
+    if (text8) benefits.push(text8);
   }
   if (benefits.length > MAX_BENEFITS2) errors.push(`${path} supports at most ${MAX_BENEFITS2} entries`);
   return benefits.slice(0, MAX_BENEFITS2);