@aglyn/plugins-outreach 1.0.0-beta.218 → 1.0.0-beta.220

package/src/lib/runtime/sync-job.js.map

@@ -1 +1 @@
-{"version":3,"sources":["../../../../../../../libs/plugins/outreach/src/lib/runtime/sync-job.ts"],"sourcesContent":["/**\n * @license\n * Copyright 2026 Aglyn LLC\n *\n * Licensed under the Apache License, Version 2.0 (the \"License\");\n * you may not use this file except in compliance with the License.\n * You may obtain a copy of the License at\n *\n *   http://www.apache.org/licenses/LICENSE-2.0\n *\n * Unless required by applicable law or agreed to in writing, software\n * distributed under the License is distributed on an \"AS IS\" BASIS,\n * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.\n * See the License for the specific language governing permissions and\n * limitations under the License.\n */\n\nimport { normalizeContactEmail } from '@aglyn/aglyn/app-utils/contacts'\nimport { isPublicMailboxDomain } from '@aglyn/aglyn/app-utils/crm'\nimport { crmInboundExcerpt, emailAddressOf } from '@aglyn/aglyn/app-utils/crm-inbound'\nimport { outreachMessageIdHeader } from '../engine/compose'\nimport { readOutreachDeliveryReport } from '../engine/delivery-status'\nimport { outreachEmailDomain } from '../engine/do-not-contact-domain'\nimport { outreachStoppedEntry } from '../engine/enrollment-activity'\nimport type { OutreachEnrollmentEvent } from '../engine/enrollment-state'\nimport { isOutreachGatewayBlock, outreachGatewayBlockDetail } from '../engine/gateway-block'\nimport { effectiveOutreachWindow, postponeOutreachForAutoReply } from '../engine/schedule'\nimport {\n  decideOutreachThread,\n  type OutreachMessageClassification,\n  type OutreachThreadDecision,\n} from '../engine/thread-classification'\nimport { outreachHeader, outreachThreadMessageFromGmail, type OutreachThreadMessage } from '../engine/thread-message'\nimport { mailboxRef } from '../mailboxes/mailbox-credentials'\nimport {\n  OUTREACH_COLLECTIONS,\n  type OutreachEnrollment,\n  type OutreachMailbox,\n  type OutreachSequence,\n} from '../model/outreach.types'\nimport { addOutreachDoNotContact, addOutreachDoNotContactDomain } from '../storage/do-not-contact-store'\nimport {\n  outreachEnrollmentLink,\n  outreachOrgCollection,\n  readStoredOutreachEnrollment,\n  readStoredOutreachMailbox,\n  readStoredOutreachSequence,\n} from '../storage/outreach-records'\nimport type { GmailClient } from '../transport/gmail-client'\nimport { GmailTransportError, isReconnectRequired } from '../transport/gmail-errors'\nimport { creditOutreachReply } from './campaign-credit'\nimport { applyOutreachEvent, recordOutreachOptOut } from './enrollment-events'\nimport { creditOutreachGatewayDeliveries, recordOutreachGatewayBlock } from './gateway-ledger'\nimport { outreachMailboxSendingDomain } from '../storage/domain-intel-store'\nimport {\n  applyOutreachMailboxHealth,\n  emptyOutreachHealthDelta,\n  type OutreachMailboxHealthDelta,\n} from './mailbox-health-store'\nimport { noteOutreachMailboxReconnectRequired } from './mailbox-notices'\nimport type { OutreachRuntimeDeps } from './runtime-deps'\nimport { markOutreachLeadWorking } from './lead-records'\nimport { fileOutreachEmail, fileOutreachNote, fileOutreachTask, markOutreachEmailDelivery } from './timeline'\nimport { outreachUnsubscribeMailbox } from './unsubscribe-link'\n\n/*==========================================\n * THE SYNC JOB (AGL-2981): every fifteen minutes, on the console.\n *\n * For each connected or paused mailbox, what came back since the last run —\n * read with `format=full`, turned into the engine's message shape and\n * classified by `decideOutreachThread`:\n *\n * - a REPLY stops the enrollment, files the message on the contact's\n *   timeline (once per `Message-ID`, under the capture address's own id for\n *   it) and gives the rep the task \"Reply from <name>\";\n * - an OUT-OF-OFFICE postpones the next step a working week from the reply;\n * - an OPT-OUT — a reply asking to be left alone, or a message to the\n *   `+unsubscribe` address the `mailto:` names — puts the address on the\n *   organization's do-not-contact list and off the site's `sales` topic,\n *   and stops every open enrollment of it;\n * - a HARD BOUNCE stops the enrollment, files the address on the platform's\n *   suppression list and the do-not-contact list — and, when its diagnostic\n *   reads as the domain's mail gateway refusing the sender rather than one\n *   address being unknown (`engine/gateway-block`, AGL-3244), files the\n *   DOMAIN on the do-not-contact list too, and says so on the enrollment —\n *   and counts the block on the gateway ledger (AGL-3326), under the\n *   gateway the bounce's `Remote-MTA` names.\n *\n * And once the mail is read, every email step of a watched enrollment that\n * is a day old with no bounce against it is credited to the ledger as\n * delivered (`./gateway-ledger`): the silence that says a gateway let the\n * sender through.\n *\n * Every verdict a list takes is said on the record the person is as well\n * (AGL-3245): the lead and the contact carry `emailState` through the\n * platform's stamp, and a bounce or a complaint lands on the send's own\n * timeline entry, so a member reading the record sees what the runtime saw.\n *\n * Four reads find those, each narrowed by Gmail rather than read in full:\n * the threads of this mailbox's enrollments that have new mail; delivery\n * reports outside those threads (a receiving server's own bounce), by\n * searching for the mail systems that send them; messages to the\n * unsubscribe address; and messages from the people this mailbox is\n * writing to, in a thread of their own.\n *\n * Every write it makes is idempotent — the do-not-contact list keeps its\n * first entry, a topic opt-out keeps its first moment, a timeline entry is\n * filed once per message — and the messages it handled are marked AFTER\n * their effects, on the enrollment and on the mailbox, so a run that dies\n * part-way repeats harmless work rather than skipping some. The mailbox's\n * health takes the run's bounces and complaints in one write at the end,\n * which is where it pauses itself.\n *==========================================*/\n\nexport { OUTREACH_SYNC_JOB_ID } from '../constants/runtime-jobs'\n\n/** The furthest back a run reads: a mailbox's first run, or one that fell behind. */\nexport const OUTREACH_SYNC_LOOKBACK_MS = 7 * 24 * 60 * 60_000\n\n/** How far a run reads back past the previous one, for mail Gmail indexed late. */\nexport const OUTREACH_SYNC_OVERLAP_MS = 2 * 60 * 60_000\n\n/** How long after its last send an enrollment's mail is still watched. */\nexport const OUTREACH_SYNC_WATCH_MS = 45 * 24 * 60 * 60_000\n\n/** The most pages of one search a run reads. */\nconst SEARCH_PAGES = 5\n/** Handled message ids a mailbox keeps, and an enrollment keeps. */\nconst MAILBOX_HANDLED_MAX = 500\nconst ENROLLMENT_HANDLED_MAX = 100\n/** Addresses in one `from:` search. */\nconst FROM_CHUNK = 15\n\ntype Firestore = FirebaseFirestore.Firestore\n\nexport interface OutreachSyncReport {\n  [key: string]: number\n  mailboxes: number\n  threads: number\n  replies: number\n  optOuts: number\n  bounces: number\n  /** Hard bounces that read as a gateway block, each filing its domain (AGL-3244). */\n  gatewayBlocks: number\n  /** Email steps a day old with no bounce, credited to the gateway ledger (AGL-3326). */\n  deliveries: number\n  postponed: number\n  paused: number\n}\n\ninterface SyncContext {\n  deps: OutreachRuntimeDeps\n  firestore: Firestore\n  orgId: string\n  mailbox: OutreachMailbox\n  client: GmailClient\n  selfAddresses: string[]\n  unsubscribeAddress: string | null\n  sequences: Map<string, OutreachSequence | null>\n  delta: OutreachMailboxHealthDelta\n  report: OutreachSyncReport\n  nowMs: number\n}\n\n/** Runs the sync job once — see the module note. */\nexport async function runOutreachSyncJob(\n  deps: OutreachRuntimeDeps,\n  context: { nowMs: number; deadlineMs: number },\n): Promise<OutreachSyncReport> {\n  const firestore = deps.firestore()\n  const report: OutreachSyncReport = {\n    mailboxes: 0,\n    threads: 0,\n    replies: 0,\n    optOuts: 0,\n    bounces: 0,\n    gatewayBlocks: 0,\n    deliveries: 0,\n    postponed: 0,\n    paused: 0,\n  }\n  const all = await firestore.collectionGroup(OUTREACH_COLLECTIONS.mailboxes).get()\n  const byOrg = new Map<string, OutreachMailbox[]>()\n  for (const doc of all.docs) {\n    const orgId = doc.ref.parent.parent?.id\n    const mailbox = readStoredOutreachMailbox(doc.id, doc.data())\n    if (!orgId || !mailbox || (mailbox.status !== 'connected' && mailbox.status !== 'paused')) continue\n    byOrg.set(orgId, [...(byOrg.get(orgId) ?? []), mailbox])\n  }\n  for (const [orgId, mailboxes] of byOrg) {\n    if (deps.now() >= context.deadlineMs) break\n    const orgSnapshot = await firestore.collection('orgs').doc(orgId).get()\n    const org = (orgSnapshot.exists ? orgSnapshot.data() : null) as Record<string, unknown> | null\n    if (!org || (await deps.orgRefusal(orgId, org))) continue\n    for (const mailbox of mailboxes) {\n      if (deps.now() >= context.deadlineMs) break\n      try {\n        await syncMailbox(deps, firestore, { orgId, mailbox, report, nowMs: context.nowMs })\n        report.mailboxes += 1\n      } catch (error) {\n        // One mailbox's failure is its own; the next mailbox is read. A grant\n        // Google refused is the mailbox's to reconnect.\n        if (isReconnectRequired(error)) {\n          await noteOutreachMailboxReconnectRequired(deps, {\n            orgId,\n            mailboxId: mailbox.id,\n            errorCode: error instanceof GmailTransportError ? error.code : 'invalid_grant',\n            nowMs: context.nowMs,\n          })\n        }\n        console.error('[outreach] syncing a mailbox failed', error)\n      }\n    }\n  }\n  return report\n}\n\n/** Every stub a search finds, a few pages deep. */\nasync function search(\n  client: GmailClient,\n  q: string,\n): Promise<Array<{ id: string; threadId: string }>> {\n  const found: Array<{ id: string; threadId: string }> = []\n  let pageToken: string | null = null\n  for (let page = 0; page < SEARCH_PAGES; page += 1) {\n    const list = await client.listMessages({ q, maxResults: 100, pageToken, includeSpamTrash: true })\n    found.push(...list.messages.filter((message) => message.id))\n    pageToken = list.nextPageToken\n    if (!pageToken) break\n  }\n  return found\n}\n\nasync function syncMailbox(\n  deps: OutreachRuntimeDeps,\n  firestore: Firestore,\n  input: { orgId: string; mailbox: OutreachMailbox; report: OutreachSyncReport; nowMs: number },\n): Promise<void> {\n  const { orgId, mailbox, report, nowMs } = input\n  const opened = await deps.openMailbox(mailbox.id)\n  if (opened.ok === false) {\n    if (opened.reason !== 'not-configured') {\n      await noteOutreachMailboxReconnectRequired(deps, {\n        orgId,\n        mailboxId: mailbox.id,\n        errorCode: opened.reason,\n        nowMs,\n      })\n    }\n    return\n  }\n  const unsubscribe = outreachUnsubscribeMailbox(mailbox.email)\n  const context: SyncContext = {\n    deps,\n    firestore,\n    orgId,\n    mailbox,\n    client: opened.client,\n    selfAddresses: [\n      mailbox.email,\n      mailbox.sendAs,\n      ...(mailbox.sendAsOptions ?? []).map((option) => option.email),\n    ].filter(Boolean),\n    unsubscribeAddress: unsubscribe?.address ?? null,\n    sequences: new Map(),\n    delta: emptyOutreachHealthDelta(),\n    report,\n    nowMs,\n  }\n\n  // The enrollments this mailbox is writing to, by thread and by address.\n  const watched = await outreachOrgCollection(firestore, orgId, 'enrollments')\n    .where('mailboxId', '==', mailbox.id)\n    .where('lastSentAtMs', '>=', nowMs - OUTREACH_SYNC_WATCH_MS)\n    .get()\n  const byThread = new Map<string, OutreachEnrollment>()\n  const byAddress = new Map<string, OutreachEnrollment>()\n  const watchedEnrollments: OutreachEnrollment[] = []\n  for (const doc of watched.docs) {\n    const enrollment = readStoredOutreachEnrollment(doc.id, doc.data())\n    if (!enrollment) continue\n    watchedEnrollments.push(enrollment)\n    for (const threadId of enrollment.gmailThreadIds) byThread.set(threadId, enrollment)\n    const known = byAddress.get(enrollment.email)\n    if (!known || (enrollment.lastSentAtMs ?? 0) > (known.lastSentAtMs ?? 0)) byAddress.set(enrollment.email, enrollment)\n  }\n\n  const sinceMs = Math.max(Number(mailbox.sync?.throughMs) || 0, nowMs - OUTREACH_SYNC_LOOKBACK_MS) - OUTREACH_SYNC_OVERLAP_MS\n  const after = `after:${Math.floor(sinceMs / 1000)}`\n  // Every message this run or an earlier one handled outside an enrollment's\n  // thread; one message is handled once however many searches find it.\n  const handled = new Set(mailbox.sync?.handledMessageIds ?? [])\n  const newlyHandled: string[] = []\n  const markHandled = (id: string) => {\n    if (handled.has(id)) return\n    handled.add(id)\n    newlyHandled.push(id)\n  }\n  const fresh = (stub: { id: string; threadId: string }) => !handled.has(stub.id) && !byThread.has(stub.threadId)\n\n  // 1. The enrollments' own threads that have new mail.\n  const inbound = await search(context.client, `${after} -from:me`)\n  for (const threadId of new Set(inbound.map((stub) => stub.threadId))) {\n    const enrollment = byThread.get(threadId)\n    if (!enrollment) continue\n    const thread = await context.client.getFullThread(threadId)\n    report.threads += 1\n    await applyMessages(context, enrollment, thread.messages.map(outreachThreadMessageFromGmail))\n  }\n\n  // 2. Delivery reports outside those threads: a receiving server's bounce.\n  for (const stub of await search(context.client, `${after} from:(mailer-daemon OR postmaster)`)) {\n    if (!fresh(stub)) continue\n    const message = outreachThreadMessageFromGmail(await context.client.getFullMessage(stub.id))\n    const delivery = readOutreachDeliveryReport(message)\n    if (delivery?.kind === 'hard') {\n      for (const address of delivery.failedAddresses) {\n        const enrollment = byAddress.get(address)\n        if (enrollment) await applyMessages(context, enrollment, [message])\n      }\n    }\n    markHandled(stub.id)\n  }\n\n  // 3. Messages to the unsubscribe address: whoever wrote asked to leave.\n  if (unsubscribe) {\n    for (const stub of await search(context.client, `${after} to:${unsubscribe.address}`)) {\n      if (handled.has(stub.id)) continue\n      const metadata = await context.client.getMessage(stub.id, { metadataHeaders: ['From'] })\n      const from = emailAddressOf(metadata.headers.find((header) => header.name.toLowerCase() === 'from')?.value ?? '')\n      const address = normalizeContactEmail(from)\n      if (address && !context.selfAddresses.includes(address)) {\n        const enrollment = byAddress.get(address) ?? null\n        await recordOutreachOptOut(deps, {\n          orgId,\n          email: address,\n          source: 'unsubscribe',\n          enrollment,\n          hostIds: enrollment ? [enrollment.hostId] : [],\n          detail: 'Wrote to the unsubscribe address.',\n          nowMs,\n        })\n        report.optOuts += 1\n      }\n      markHandled(stub.id)\n    }\n  }\n\n  // 4. The people this mailbox writes to, answering in a thread of their own.\n  const addresses = [...byAddress.keys()]\n  for (let start = 0; start < addresses.length; start += FROM_CHUNK) {\n    const chunk = addresses.slice(start, start + FROM_CHUNK)\n    for (const stub of await search(context.client, `${after} from:(${chunk.join(' OR ')})`)) {\n      if (!fresh(stub)) continue\n      const message = outreachThreadMessageFromGmail(await context.client.getFullMessage(stub.id))\n      const enrollment = byAddress.get(normalizeContactEmail(emailAddressOf(message.from)) ?? '')\n      if (enrollment) await applyMessages(context, enrollment, [message])\n      markHandled(stub.id)\n    }\n  }\n\n  // 5. What went through: a day of silence after a send is a delivery\n  //    (AGL-3326), judged on the enrollments as this run left them.\n  try {\n    report.deliveries += await creditOutreachGatewayDeliveries(firestore, {\n      orgId,\n      enrollments: watchedEnrollments,\n      sendingDomain: outreachMailboxSendingDomain(mailbox),\n      resolveMx: deps.resolveMx,\n      nowMs,\n    })\n  } catch (error) {\n    console.error('[outreach] the gateway ledger could not credit deliveries', error)\n  }\n\n  const paused = await applyOutreachMailboxHealth(deps, { orgId, mailboxId: mailbox.id, delta: context.delta })\n  if (paused) report.paused += 1\n  await mailboxRef(firestore, orgId, mailbox.id).update({\n    sync: {\n      throughMs: nowMs,\n      handledMessageIds: [...(mailbox.sync?.handledMessageIds ?? []), ...newlyHandled].slice(-MAILBOX_HANDLED_MAX),\n    },\n  })\n}\n\n/** The sequence an enrollment runs through, read once per run. */\nasync function sequenceOf(context: SyncContext, sequenceId: string): Promise<OutreachSequence | null> {\n  if (!context.sequences.has(sequenceId)) {\n    const snapshot = await outreachOrgCollection(context.firestore, context.orgId, 'sequences').doc(sequenceId).get()\n    context.sequences.set(sequenceId, readStoredOutreachSequence(sequenceId, snapshot.exists ? snapshot.data() : undefined))\n  }\n  return context.sequences.get(sequenceId) ?? null\n}\n\n/** A message's `Message-ID` in header form, or `null` when it carries none. */\nconst messageIdOf = (message: OutreachThreadMessage) => outreachMessageIdHeader(outreachHeader(message, 'Message-ID'))\n\n/** A bounce's diagnostic with the recipient's address taken out of it. */\nexport function scrubbedOutreachDiagnostic(diagnostic: string | null, email: string): string | null {\n  if (!diagnostic) return null\n  const pattern = new RegExp(email.replace(/[.*+?^${}()|[\\]\\\\]/g, '\\\\$&'), 'gi')\n  return diagnostic.replace(pattern, 'the address')\n}\n\n/** Files a message the person wrote on their timeline. */\nasync function fileInbound(context: SyncContext, enrollment: OutreachEnrollment, message: OutreachThreadMessage) {\n  const messageId = messageIdOf(message)\n  if (!messageId) return\n  await fileOutreachEmail(context.deps, {\n    orgId: context.orgId,\n    hostId: enrollment.hostId,\n    link: outreachEnrollmentLink(enrollment),\n    direction: 'inbound',\n    subject: message.subject,\n    from: emailAddressOf(message.from) ?? message.from,\n    to: context.mailbox.sendAs || context.mailbox.email,\n    messageId,\n    inReplyTo: outreachMessageIdHeader(outreachHeader(message, 'In-Reply-To')),\n    body: crmInboundExcerpt(message.textBody ?? message.snippet ?? '', message.htmlBody ?? ''),\n    atMs: message.internalDateMs,\n    byUid: '',\n  })\n}\n\n/**\n * What the new messages of one enrollment mean, done: the effects first,\n * each idempotent, then the event and the handled ids in one transaction.\n */\nasync function applyMessages(\n  context: SyncContext,\n  enrollment: OutreachEnrollment,\n  messages: readonly OutreachThreadMessage[],\n): Promise<void> {\n  const { deps, firestore, report, nowMs } = context\n  const decision: OutreachThreadDecision = decideOutreachThread({\n    messages,\n    recipient: enrollment.email,\n    handledMessageIds: enrollment.syncedMessageIds ?? [],\n    selfAddresses: context.selfAddresses,\n    unsubscribeAddress: context.unsubscribeAddress,\n    threadSubject: enrollment.threadSubject,\n  })\n  const freshIds = decision.classifications.map((classification) => classification.messageId).filter(Boolean)\n  if (!freshIds.length) return\n  const decidedBy: OutreachMessageClassification | null = decision.decidedBy\n  const decidingMessage = decidedBy ? messages.find((message) => message.id === decidedBy.messageId) ?? null : null\n  const lastSentMessageId = enrollment.messageIds[enrollment.messageIds.length - 1] ?? null\n\n  for (const classification of decision.classifications) {\n    const aboutRecipient =\n      !classification.bounce?.recipients.length || classification.bounce.recipients.includes(enrollment.email)\n    if (classification.kind === 'hard_bounce' && aboutRecipient) {\n      context.delta.bounces.push({ atMs: classification.atMs || nowMs, messageId: lastSentMessageId })\n    }\n    if (classification.complaint) {\n      context.delta.complaintAtMs = Math.max(context.delta.complaintAtMs ?? 0, classification.atMs || nowMs)\n    }\n  }\n\n  let event: OutreachEnrollmentEvent | null = null\n  let postponedTo: number | null = null\n  switch (decision.outcome) {\n    case 'opted_out': {\n      if (decidingMessage) await fileInbound(context, enrollment, decidingMessage)\n      const complaint = decidedBy?.complaint === true\n      await recordOutreachOptOut(deps, {\n        orgId: context.orgId,\n        email: enrollment.email,\n        source: decidedBy?.evidence?.startsWith('To:') ? 'unsubscribe' : 'opt_out_reply',\n        enrollment,\n        hostIds: [enrollment.hostId],\n        detail: decidedBy?.evidence ?? null,\n        nowMs,\n        complaint,\n      })\n      // A reply that called the email spam marks the send it answered\n      // (AGL-3245), as the campaign webhook would mark a reported one.\n      if (complaint) {\n        await markOutreachEmailDelivery(deps, {\n          orgId: context.orgId,\n          messageId: lastSentMessageId,\n          state: 'complained',\n          atMs: decidedBy?.atMs || nowMs,\n          detail: decidedBy?.evidence ?? null,\n        })\n      }\n      report.optOuts += 1\n      break\n    }\n    case 'replied': {\n      if (decidingMessage) {\n        await fileInbound(context, enrollment, decidingMessage)\n        try {\n          await fileOutreachTask(deps, {\n            orgId: context.orgId,\n            hostId: enrollment.hostId,\n            link: outreachEnrollmentLink(enrollment),\n            dedupeKey: `reply:${messageIdOf(decidingMessage) ?? decidingMessage.id}`,\n            title: `Reply from ${enrollment.contactName || enrollment.email}`,\n            notes: crmInboundExcerpt(decidingMessage.textBody ?? decidingMessage.snippet ?? '', decidingMessage.htmlBody ?? '').slice(0, 500),\n            kind: 'email',\n            dueAtMs: nowMs,\n            assigneeUid: context.mailbox.connectedByUid,\n          })\n        } catch (error) {\n          console.error('[outreach] the reply task could not be filed', error)\n        }\n      }\n      // A lead somebody wrote back to is being worked (AGL-3234).\n      if (enrollment.target === 'lead' && enrollment.leadId) {\n        await markOutreachLeadWorking(firestore, { orgId: context.orgId, leadId: enrollment.leadId })\n      }\n      context.delta.replies += 1\n      event = { type: 'reply', atMs: decidedBy?.atMs || nowMs, detail: decidedBy?.evidence ?? null }\n      report.replies += 1\n      // Once per enrollment (AGL-3254): a reply moves the status to\n      // `replied`, and nothing is synced for it again.\n      await creditOutreachReply(deps, { enrollment, atMs: event.atMs })\n      break\n    }\n    case 'bounced': {\n      const diagnostic = scrubbedOutreachDiagnostic(decidedBy?.bounce?.diagnostic ?? decidedBy?.bounce?.status ?? null, enrollment.email)\n      await deps.suppressBouncedEmail({ email: enrollment.email, hostId: enrollment.hostId })\n      await addOutreachDoNotContact(firestore, {\n        orgId: context.orgId,\n        email: enrollment.email,\n        reason: 'hard_bounce',\n        source: 'runtime',\n        nowMs,\n        enrollmentId: enrollment.id,\n        sequenceId: enrollment.sequenceId,\n        detail: diagnostic,\n      })\n      let detail = diagnostic\n      // A gateway block is the domain's verdict on the sender (AGL-3244):\n      // the domain is filed beside the address, and the enrollment says so.\n      // Never a public mailbox provider's domain — Gmail refusing one\n      // message on policy is not a reason to stop writing to Gmail.\n      const domain = outreachEmailDomain(enrollment.email)\n      const gateway = isOutreachGatewayBlock(decidedBy?.bounce ?? null)\n      if (domain && !isPublicMailboxDomain(domain) && gateway) {\n        await addOutreachDoNotContactDomain(firestore, {\n          orgId: context.orgId,\n          domain,\n          reason: 'gateway_block',\n          source: 'runtime',\n          nowMs,\n          enrollmentId: enrollment.id,\n          sequenceId: enrollment.sequenceId,\n          detail: diagnostic,\n        })\n        detail = outreachGatewayBlockDetail(domain, diagnostic)\n        report.gatewayBlocks += 1\n      }\n      // The ledger learns the refusal (AGL-3326), whichever domain it was\n      // at: a public provider refusing on policy is still that provider's\n      // verdict on the sender, even though its domain is never listed.\n      if (gateway) {\n        await recordOutreachGatewayBlock(firestore, {\n          orgId: context.orgId,\n          email: enrollment.email,\n          remoteMta: decidedBy?.bounce?.remoteMta ?? null,\n          sendingDomain: outreachMailboxSendingDomain(context.mailbox),\n          diagnostic,\n          resolveMx: deps.resolveMx,\n          nowMs,\n        })\n      }\n      const bouncedAtMs = decidedBy?.atMs || nowMs\n      // The record the person is says so too (AGL-3245): the verdict on the\n      // lead and the contact, and the bounce on the send's own timeline\n      // entry, so the record reads Sent, then Bounced.\n      await deps.stampRecordEmailState({\n        orgId: context.orgId,\n        email: enrollment.email,\n        state: {\n          status: gateway ? 'blocked' : 'bounced',\n          atMs: bouncedAtMs,\n          source: 'sequence',\n          detail: diagnostic,\n          enrollmentId: enrollment.id,\n        },\n      })\n      await markOutreachEmailDelivery(deps, {\n        orgId: context.orgId,\n        messageId: lastSentMessageId,\n        state: 'bounced',\n        atMs: bouncedAtMs,\n        detail: diagnostic,\n      })\n      event = { type: 'bounce', atMs: bouncedAtMs, detail }\n      report.bounces += 1\n      break\n    }\n    case 'postpone': {\n      const sequence = await sequenceOf(context, enrollment.sequenceId)\n      postponedTo = postponeOutreachForAutoReply({\n        nextDueAtMs: enrollment.nextDueAtMs,\n        receivedAtMs: decidedBy?.atMs || nowMs,\n        timeZone: context.mailbox.timezone,\n        window: effectiveOutreachWindow(sequence?.settings.window, context.mailbox.window),\n        random: deps.random,\n      })\n      break\n    }\n    default:\n      break\n  }\n\n  const outcome = await applyOutreachEvent(firestore, {\n    orgId: context.orgId,\n    enrollmentId: enrollment.id,\n    event,\n    extra: (current) => {\n      const extra: Record<string, unknown> = {\n        syncedMessageIds: [...(current.syncedMessageIds ?? 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+{"version":3,"sources":["../../../../../../../libs/plugins/outreach/src/lib/runtime/sync-job.ts"],"sourcesContent":["/**\n * @license\n * Copyright 2026 Aglyn LLC\n *\n * Licensed under the Apache License, Version 2.0 (the \"License\");\n * you may not use this file except in compliance with the License.\n * You may obtain a copy of the License at\n *\n *   http://www.apache.org/licenses/LICENSE-2.0\n *\n * Unless required by applicable law or agreed to in writing, software\n * distributed under the License is distributed on an \"AS IS\" BASIS,\n * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.\n * See the License for the specific language governing permissions and\n * limitations under the License.\n */\n\nimport { normalizeContactEmail } from '@aglyn/aglyn/app-utils/contacts'\nimport { isPublicMailboxDomain } from '@aglyn/aglyn/app-utils/crm'\nimport { emailAddressOf, emailExcerpt } from '@aglyn/aglyn/app-utils/email-text'\nimport { outreachMessageIdHeader } from '../engine/compose'\nimport { readOutreachDeliveryReport } from '../engine/delivery-status'\nimport { outreachEmailDomain } from '../engine/do-not-contact-domain'\nimport { outreachStoppedEntry } from '../engine/enrollment-activity'\nimport type { OutreachEnrollmentEvent } from '../engine/enrollment-state'\nimport { isOutreachGatewayBlock, outreachGatewayBlockDetail } from '../engine/gateway-block'\nimport { effectiveOutreachWindow, postponeOutreachForAutoReply } from '../engine/schedule'\nimport {\n  decideOutreachThread,\n  type OutreachMessageClassification,\n  type OutreachThreadDecision,\n} from '../engine/thread-classification'\nimport { outreachHeader, outreachThreadMessageFromGmail, type OutreachThreadMessage } from '../engine/thread-message'\nimport { mailboxRef } from '../mailboxes/mailbox-credentials'\nimport {\n  OUTREACH_COLLECTIONS,\n  type OutreachEnrollment,\n  type OutreachMailbox,\n  type OutreachSequence,\n} from '../model/outreach.types'\nimport { addOutreachDoNotContact, addOutreachDoNotContactDomain } from '../storage/do-not-contact-store'\nimport {\n  outreachEnrollmentLink,\n  outreachOrgCollection,\n  readStoredOutreachEnrollment,\n  readStoredOutreachMailbox,\n  readStoredOutreachSequence,\n} from '../storage/outreach-records'\nimport type { GmailClient } from '../transport/gmail-client'\nimport { GmailTransportError, isReconnectRequired } from '../transport/gmail-errors'\nimport { creditOutreachReply } from './campaign-credit'\nimport { applyOutreachEvent, recordOutreachOptOut } from './enrollment-events'\nimport { creditOutreachGatewayDeliveries, recordOutreachGatewayBlock } from './gateway-ledger'\nimport { outreachMailboxSendingDomain } from '../storage/domain-intel-store'\nimport {\n  applyOutreachMailboxHealth,\n  emptyOutreachHealthDelta,\n  type OutreachMailboxHealthDelta,\n} from './mailbox-health-store'\nimport { noteOutreachMailboxReconnectRequired } from './mailbox-notices'\nimport type { OutreachRuntimeDeps } from './runtime-deps'\nimport { markOutreachLeadWorking } from './lead-records'\nimport { fileOutreachEmail, fileOutreachNote, fileOutreachTask, markOutreachEmailDelivery } from './timeline'\nimport { outreachUnsubscribeMailbox } from './unsubscribe-link'\n\n/*==========================================\n * THE SYNC JOB (AGL-2981): every fifteen minutes, on the console.\n *\n * For each connected or paused mailbox, what came back since the last run —\n * read with `format=full`, turned into the engine's message shape and\n * classified by `decideOutreachThread`:\n *\n * - a REPLY stops the enrollment, files the message on the contact's\n *   timeline (once per `Message-ID`, under the capture address's own id for\n *   it) and gives the rep the task \"Reply from <name>\";\n * - an OUT-OF-OFFICE postpones the next step a working week from the reply;\n * - an OPT-OUT — a reply asking to be left alone, or a message to the\n *   `+unsubscribe` address the `mailto:` names — puts the address on the\n *   organization's do-not-contact list and off the site's `sales` topic,\n *   and stops every open enrollment of it;\n * - a HARD BOUNCE stops the enrollment, files the address on the platform's\n *   suppression list and the do-not-contact list — and, when its diagnostic\n *   reads as the domain's mail gateway refusing the sender rather than one\n *   address being unknown (`engine/gateway-block`, AGL-3244), files the\n *   DOMAIN on the do-not-contact list too, and says so on the enrollment —\n *   and counts the block on the gateway ledger (AGL-3326), under the\n *   gateway the bounce's `Remote-MTA` names.\n *\n * And once the mail is read, every email step of a watched enrollment that\n * is a day old with no bounce against it is credited to the ledger as\n * delivered (`./gateway-ledger`): the silence that says a gateway let the\n * sender through.\n *\n * Every verdict a list takes is said on the record the person is as well\n * (AGL-3245): the lead and the contact carry `emailState` through the\n * platform's stamp, and a bounce or a complaint lands on the send's own\n * timeline entry, so a member reading the record sees what the runtime saw.\n *\n * Four reads find those, each narrowed by Gmail rather than read in full:\n * the threads of this mailbox's enrollments that have new mail; delivery\n * reports outside those threads (a receiving server's own bounce), by\n * searching for the mail systems that send them; messages to the\n * unsubscribe address; and messages from the people this mailbox is\n * writing to, in a thread of their own.\n *\n * Every write it makes is idempotent — the do-not-contact list keeps its\n * first entry, a topic opt-out keeps its first moment, a timeline entry is\n * filed once per message — and the messages it handled are marked AFTER\n * their effects, on the enrollment and on the mailbox, so a run that dies\n * part-way repeats harmless work rather than skipping some. The mailbox's\n * health takes the run's bounces and complaints in one write at the end,\n * which is where it pauses itself.\n *==========================================*/\n\nexport { OUTREACH_SYNC_JOB_ID } from '../constants/runtime-jobs'\n\n/** The furthest back a run reads: a mailbox's first run, or one that fell behind. */\nexport const OUTREACH_SYNC_LOOKBACK_MS = 7 * 24 * 60 * 60_000\n\n/** How far a run reads back past the previous one, for mail Gmail indexed late. */\nexport const OUTREACH_SYNC_OVERLAP_MS = 2 * 60 * 60_000\n\n/** How long after its last send an enrollment's mail is still watched. */\nexport const OUTREACH_SYNC_WATCH_MS = 45 * 24 * 60 * 60_000\n\n/** The most pages of one search a run reads. */\nconst SEARCH_PAGES = 5\n/** Handled message ids a mailbox keeps, and an enrollment keeps. */\nconst MAILBOX_HANDLED_MAX = 500\nconst ENROLLMENT_HANDLED_MAX = 100\n/** Addresses in one `from:` search. */\nconst FROM_CHUNK = 15\n\ntype Firestore = FirebaseFirestore.Firestore\n\nexport interface OutreachSyncReport {\n  [key: string]: number\n  mailboxes: number\n  threads: number\n  replies: number\n  optOuts: number\n  bounces: number\n  /** Hard bounces that read as a gateway block, each filing its domain (AGL-3244). */\n  gatewayBlocks: number\n  /** Email steps a day old with no bounce, credited to the gateway ledger (AGL-3326). */\n  deliveries: number\n  postponed: number\n  paused: number\n}\n\ninterface SyncContext {\n  deps: OutreachRuntimeDeps\n  firestore: Firestore\n  orgId: string\n  mailbox: OutreachMailbox\n  client: GmailClient\n  selfAddresses: string[]\n  unsubscribeAddress: string | null\n  sequences: Map<string, OutreachSequence | null>\n  delta: OutreachMailboxHealthDelta\n  report: OutreachSyncReport\n  nowMs: number\n}\n\n/** Runs the sync job once — see the module note. */\nexport async function runOutreachSyncJob(\n  deps: OutreachRuntimeDeps,\n  context: { nowMs: number; deadlineMs: number },\n): Promise<OutreachSyncReport> {\n  const firestore = deps.firestore()\n  const report: OutreachSyncReport = {\n    mailboxes: 0,\n    threads: 0,\n    replies: 0,\n    optOuts: 0,\n    bounces: 0,\n    gatewayBlocks: 0,\n    deliveries: 0,\n    postponed: 0,\n    paused: 0,\n  }\n  const all = await firestore.collectionGroup(OUTREACH_COLLECTIONS.mailboxes).get()\n  const byOrg = new Map<string, OutreachMailbox[]>()\n  for (const doc of all.docs) {\n    const orgId = doc.ref.parent.parent?.id\n    const mailbox = readStoredOutreachMailbox(doc.id, doc.data())\n    if (!orgId || !mailbox || (mailbox.status !== 'connected' && mailbox.status !== 'paused')) continue\n    byOrg.set(orgId, [...(byOrg.get(orgId) ?? []), mailbox])\n  }\n  for (const [orgId, mailboxes] of byOrg) {\n    if (deps.now() >= context.deadlineMs) break\n    const orgSnapshot = await firestore.collection('orgs').doc(orgId).get()\n    const org = (orgSnapshot.exists ? orgSnapshot.data() : null) as Record<string, unknown> | null\n    if (!org || (await deps.orgRefusal(orgId, org))) continue\n    for (const mailbox of mailboxes) {\n      if (deps.now() >= context.deadlineMs) break\n      try {\n        await syncMailbox(deps, firestore, { orgId, mailbox, report, nowMs: context.nowMs })\n        report.mailboxes += 1\n      } catch (error) {\n        // One mailbox's failure is its own; the next mailbox is read. A grant\n        // Google refused is the mailbox's to reconnect.\n        if (isReconnectRequired(error)) {\n          await noteOutreachMailboxReconnectRequired(deps, {\n            orgId,\n            mailboxId: mailbox.id,\n            errorCode: error instanceof GmailTransportError ? error.code : 'invalid_grant',\n            nowMs: context.nowMs,\n          })\n        }\n        console.error('[outreach] syncing a mailbox failed', error)\n      }\n    }\n  }\n  return report\n}\n\n/** Every stub a search finds, a few pages deep. */\nasync function search(\n  client: GmailClient,\n  q: string,\n): Promise<Array<{ id: string; threadId: string }>> {\n  const found: Array<{ id: string; threadId: string }> = []\n  let pageToken: string | null = null\n  for (let page = 0; page < SEARCH_PAGES; page += 1) {\n    const list = await client.listMessages({ q, maxResults: 100, pageToken, includeSpamTrash: true })\n    found.push(...list.messages.filter((message) => message.id))\n    pageToken = list.nextPageToken\n    if (!pageToken) break\n  }\n  return found\n}\n\nasync function syncMailbox(\n  deps: OutreachRuntimeDeps,\n  firestore: Firestore,\n  input: { orgId: string; mailbox: OutreachMailbox; report: OutreachSyncReport; nowMs: number },\n): Promise<void> {\n  const { orgId, mailbox, report, nowMs } = input\n  const opened = await deps.openMailbox(mailbox.id)\n  if (opened.ok === false) {\n    if (opened.reason !== 'not-configured') {\n      await noteOutreachMailboxReconnectRequired(deps, {\n        orgId,\n        mailboxId: mailbox.id,\n        errorCode: opened.reason,\n        nowMs,\n      })\n    }\n    return\n  }\n  const unsubscribe = outreachUnsubscribeMailbox(mailbox.email)\n  const context: SyncContext = {\n    deps,\n    firestore,\n    orgId,\n    mailbox,\n    client: opened.client,\n    selfAddresses: [\n      mailbox.email,\n      mailbox.sendAs,\n      ...(mailbox.sendAsOptions ?? []).map((option) => option.email),\n    ].filter(Boolean),\n    unsubscribeAddress: unsubscribe?.address ?? null,\n    sequences: new Map(),\n    delta: emptyOutreachHealthDelta(),\n    report,\n    nowMs,\n  }\n\n  // The enrollments this mailbox is writing to, by thread and by address.\n  const watched = await outreachOrgCollection(firestore, orgId, 'enrollments')\n    .where('mailboxId', '==', mailbox.id)\n    .where('lastSentAtMs', '>=', nowMs - OUTREACH_SYNC_WATCH_MS)\n    .get()\n  const byThread = new Map<string, OutreachEnrollment>()\n  const byAddress = new Map<string, OutreachEnrollment>()\n  const watchedEnrollments: OutreachEnrollment[] = []\n  for (const doc of watched.docs) {\n    const enrollment = readStoredOutreachEnrollment(doc.id, doc.data())\n    if (!enrollment) continue\n    watchedEnrollments.push(enrollment)\n    for (const threadId of enrollment.gmailThreadIds) byThread.set(threadId, enrollment)\n    const known = byAddress.get(enrollment.email)\n    if (!known || (enrollment.lastSentAtMs ?? 0) > (known.lastSentAtMs ?? 0)) byAddress.set(enrollment.email, enrollment)\n  }\n\n  const sinceMs = Math.max(Number(mailbox.sync?.throughMs) || 0, nowMs - OUTREACH_SYNC_LOOKBACK_MS) - OUTREACH_SYNC_OVERLAP_MS\n  const after = `after:${Math.floor(sinceMs / 1000)}`\n  // Every message this run or an earlier one handled outside an enrollment's\n  // thread; one message is handled once however many searches find it.\n  const handled = new Set(mailbox.sync?.handledMessageIds ?? [])\n  const newlyHandled: string[] = []\n  const markHandled = (id: string) => {\n    if (handled.has(id)) return\n    handled.add(id)\n    newlyHandled.push(id)\n  }\n  const fresh = (stub: { id: string; threadId: string }) => !handled.has(stub.id) && !byThread.has(stub.threadId)\n\n  // 1. The enrollments' own threads that have new mail.\n  const inbound = await search(context.client, `${after} -from:me`)\n  for (const threadId of new Set(inbound.map((stub) => stub.threadId))) {\n    const enrollment = byThread.get(threadId)\n    if (!enrollment) continue\n    const thread = await context.client.getFullThread(threadId)\n    report.threads += 1\n    await applyMessages(context, enrollment, thread.messages.map(outreachThreadMessageFromGmail))\n  }\n\n  // 2. Delivery reports outside those threads: a receiving server's bounce.\n  for (const stub of await search(context.client, `${after} from:(mailer-daemon OR postmaster)`)) {\n    if (!fresh(stub)) continue\n    const message = outreachThreadMessageFromGmail(await context.client.getFullMessage(stub.id))\n    const delivery = readOutreachDeliveryReport(message)\n    if (delivery?.kind === 'hard') {\n      for (const address of delivery.failedAddresses) {\n        const enrollment = byAddress.get(address)\n        if (enrollment) await applyMessages(context, enrollment, [message])\n      }\n    }\n    markHandled(stub.id)\n  }\n\n  // 3. Messages to the unsubscribe address: whoever wrote asked to leave.\n  if (unsubscribe) {\n    for (const stub of await search(context.client, `${after} to:${unsubscribe.address}`)) {\n      if (handled.has(stub.id)) continue\n      const metadata = await context.client.getMessage(stub.id, { metadataHeaders: ['From'] })\n      const from = emailAddressOf(metadata.headers.find((header) => header.name.toLowerCase() === 'from')?.value ?? '')\n      const address = normalizeContactEmail(from)\n      if (address && !context.selfAddresses.includes(address)) {\n        const enrollment = byAddress.get(address) ?? null\n        await recordOutreachOptOut(deps, {\n          orgId,\n          email: address,\n          source: 'unsubscribe',\n          enrollment,\n          hostIds: enrollment ? [enrollment.hostId] : [],\n          detail: 'Wrote to the unsubscribe address.',\n          nowMs,\n        })\n        report.optOuts += 1\n      }\n      markHandled(stub.id)\n    }\n  }\n\n  // 4. The people this mailbox writes to, answering in a thread of their own.\n  const addresses = [...byAddress.keys()]\n  for (let start = 0; start < addresses.length; start += FROM_CHUNK) {\n    const chunk = addresses.slice(start, start + FROM_CHUNK)\n    for (const stub of await search(context.client, `${after} from:(${chunk.join(' OR ')})`)) {\n      if (!fresh(stub)) continue\n      const message = outreachThreadMessageFromGmail(await context.client.getFullMessage(stub.id))\n      const enrollment = byAddress.get(normalizeContactEmail(emailAddressOf(message.from)) ?? '')\n      if (enrollment) await applyMessages(context, enrollment, [message])\n      markHandled(stub.id)\n    }\n  }\n\n  // 5. What went through: a day of silence after a send is a delivery\n  //    (AGL-3326), judged on the enrollments as this run left them.\n  try {\n    report.deliveries += await creditOutreachGatewayDeliveries(firestore, {\n      orgId,\n      enrollments: watchedEnrollments,\n      sendingDomain: outreachMailboxSendingDomain(mailbox),\n      resolveMx: deps.resolveMx,\n      nowMs,\n    })\n  } catch (error) {\n    console.error('[outreach] the gateway ledger could not credit deliveries', error)\n  }\n\n  const paused = await applyOutreachMailboxHealth(deps, { orgId, mailboxId: mailbox.id, delta: context.delta })\n  if (paused) report.paused += 1\n  await mailboxRef(firestore, orgId, mailbox.id).update({\n    sync: {\n      throughMs: nowMs,\n      handledMessageIds: [...(mailbox.sync?.handledMessageIds ?? []), ...newlyHandled].slice(-MAILBOX_HANDLED_MAX),\n    },\n  })\n}\n\n/** The sequence an enrollment runs through, read once per run. */\nasync function sequenceOf(context: SyncContext, sequenceId: string): Promise<OutreachSequence | null> {\n  if (!context.sequences.has(sequenceId)) {\n    const snapshot = await outreachOrgCollection(context.firestore, context.orgId, 'sequences').doc(sequenceId).get()\n    context.sequences.set(sequenceId, readStoredOutreachSequence(sequenceId, snapshot.exists ? snapshot.data() : undefined))\n  }\n  return context.sequences.get(sequenceId) ?? null\n}\n\n/** A message's `Message-ID` in header form, or `null` when it carries none. */\nconst messageIdOf = (message: OutreachThreadMessage) => outreachMessageIdHeader(outreachHeader(message, 'Message-ID'))\n\n/** A bounce's diagnostic with the recipient's address taken out of it. */\nexport function scrubbedOutreachDiagnostic(diagnostic: string | null, email: string): string | null {\n  if (!diagnostic) return null\n  const pattern = new RegExp(email.replace(/[.*+?^${}()|[\\]\\\\]/g, '\\\\$&'), 'gi')\n  return diagnostic.replace(pattern, 'the address')\n}\n\n/** Files a message the person wrote on their timeline. */\nasync function fileInbound(context: SyncContext, enrollment: OutreachEnrollment, message: OutreachThreadMessage) {\n  const messageId = messageIdOf(message)\n  if (!messageId) return\n  await fileOutreachEmail(context.deps, {\n    orgId: context.orgId,\n    hostId: enrollment.hostId,\n    link: outreachEnrollmentLink(enrollment),\n    direction: 'inbound',\n    subject: message.subject,\n    from: emailAddressOf(message.from) ?? message.from,\n    to: context.mailbox.sendAs || context.mailbox.email,\n    messageId,\n    inReplyTo: outreachMessageIdHeader(outreachHeader(message, 'In-Reply-To')),\n    body: emailExcerpt(message.textBody ?? message.snippet ?? '', message.htmlBody ?? ''),\n    atMs: message.internalDateMs,\n    byUid: '',\n  })\n}\n\n/**\n * What the new messages of one enrollment mean, done: the effects first,\n * each idempotent, then the event and the handled ids in one transaction.\n */\nasync function applyMessages(\n  context: SyncContext,\n  enrollment: OutreachEnrollment,\n  messages: readonly OutreachThreadMessage[],\n): Promise<void> {\n  const { deps, firestore, report, nowMs } = context\n  const decision: OutreachThreadDecision = decideOutreachThread({\n    messages,\n    recipient: enrollment.email,\n    handledMessageIds: enrollment.syncedMessageIds ?? [],\n    selfAddresses: context.selfAddresses,\n    unsubscribeAddress: context.unsubscribeAddress,\n    threadSubject: enrollment.threadSubject,\n  })\n  const freshIds = decision.classifications.map((classification) => classification.messageId).filter(Boolean)\n  if (!freshIds.length) return\n  const decidedBy: OutreachMessageClassification | null = decision.decidedBy\n  const decidingMessage = decidedBy ? messages.find((message) => message.id === decidedBy.messageId) ?? null : null\n  const lastSentMessageId = enrollment.messageIds[enrollment.messageIds.length - 1] ?? null\n\n  for (const classification of decision.classifications) {\n    const aboutRecipient =\n      !classification.bounce?.recipients.length || classification.bounce.recipients.includes(enrollment.email)\n    if (classification.kind === 'hard_bounce' && aboutRecipient) {\n      context.delta.bounces.push({ atMs: classification.atMs || nowMs, messageId: lastSentMessageId })\n    }\n    if (classification.complaint) {\n      context.delta.complaintAtMs = Math.max(context.delta.complaintAtMs ?? 0, classification.atMs || nowMs)\n    }\n  }\n\n  let event: OutreachEnrollmentEvent | null = null\n  let postponedTo: number | null = null\n  switch (decision.outcome) {\n    case 'opted_out': {\n      if (decidingMessage) await fileInbound(context, enrollment, decidingMessage)\n      const complaint = decidedBy?.complaint === true\n      await recordOutreachOptOut(deps, {\n        orgId: context.orgId,\n        email: enrollment.email,\n        source: decidedBy?.evidence?.startsWith('To:') ? 'unsubscribe' : 'opt_out_reply',\n        enrollment,\n        hostIds: [enrollment.hostId],\n        detail: decidedBy?.evidence ?? null,\n        nowMs,\n        complaint,\n      })\n      // A reply that called the email spam marks the send it answered\n      // (AGL-3245), as the campaign webhook would mark a reported one.\n      if (complaint) {\n        await markOutreachEmailDelivery(deps, {\n          orgId: context.orgId,\n          messageId: lastSentMessageId,\n          state: 'complained',\n          atMs: decidedBy?.atMs || nowMs,\n          detail: decidedBy?.evidence ?? null,\n        })\n      }\n      report.optOuts += 1\n      break\n    }\n    case 'replied': {\n      if (decidingMessage) {\n        await fileInbound(context, enrollment, decidingMessage)\n        try {\n          await fileOutreachTask(deps, {\n            orgId: context.orgId,\n            hostId: enrollment.hostId,\n            link: outreachEnrollmentLink(enrollment),\n            dedupeKey: `reply:${messageIdOf(decidingMessage) ?? decidingMessage.id}`,\n            title: `Reply from ${enrollment.contactName || enrollment.email}`,\n            notes: emailExcerpt(decidingMessage.textBody ?? decidingMessage.snippet ?? '', decidingMessage.htmlBody ?? '').slice(0, 500),\n            kind: 'email',\n            dueAtMs: nowMs,\n            assigneeUid: context.mailbox.connectedByUid,\n          })\n        } catch (error) {\n          console.error('[outreach] the reply task could not be filed', error)\n        }\n      }\n      // A lead somebody wrote back to is being worked (AGL-3234).\n      if (enrollment.target === 'lead' && enrollment.leadId) {\n        await markOutreachLeadWorking(firestore, { orgId: context.orgId, leadId: enrollment.leadId })\n      }\n      context.delta.replies += 1\n      event = { type: 'reply', atMs: decidedBy?.atMs || nowMs, detail: decidedBy?.evidence ?? null }\n      report.replies += 1\n      // Once per enrollment (AGL-3254): a reply moves the status to\n      // `replied`, and nothing is synced for it again.\n      await creditOutreachReply(deps, { enrollment, atMs: event.atMs })\n      break\n    }\n    case 'bounced': {\n      const diagnostic = scrubbedOutreachDiagnostic(decidedBy?.bounce?.diagnostic ?? decidedBy?.bounce?.status ?? null, enrollment.email)\n      await deps.suppressBouncedEmail({ email: enrollment.email, hostId: enrollment.hostId })\n      await addOutreachDoNotContact(firestore, {\n        orgId: context.orgId,\n        email: enrollment.email,\n        reason: 'hard_bounce',\n        source: 'runtime',\n        nowMs,\n        enrollmentId: enrollment.id,\n        sequenceId: enrollment.sequenceId,\n        detail: diagnostic,\n      })\n      let detail = diagnostic\n      // A gateway block is the domain's verdict on the sender (AGL-3244):\n      // the domain is filed beside the address, and the enrollment says so.\n      // Never a public mailbox provider's domain — Gmail refusing one\n      // message on policy is not a reason to stop writing to Gmail.\n      const domain = outreachEmailDomain(enrollment.email)\n      const gateway = isOutreachGatewayBlock(decidedBy?.bounce ?? null)\n      if (domain && !isPublicMailboxDomain(domain) && gateway) {\n        await addOutreachDoNotContactDomain(firestore, {\n          orgId: context.orgId,\n          domain,\n          reason: 'gateway_block',\n          source: 'runtime',\n          nowMs,\n          enrollmentId: enrollment.id,\n          sequenceId: enrollment.sequenceId,\n          detail: diagnostic,\n        })\n        detail = outreachGatewayBlockDetail(domain, diagnostic)\n        report.gatewayBlocks += 1\n      }\n      // The ledger learns the refusal (AGL-3326), whichever domain it was\n      // at: a public provider refusing on policy is still that provider's\n      // verdict on the sender, even though its domain is never listed.\n      if (gateway) {\n        await recordOutreachGatewayBlock(firestore, {\n          orgId: context.orgId,\n          email: enrollment.email,\n          remoteMta: decidedBy?.bounce?.remoteMta ?? null,\n          sendingDomain: outreachMailboxSendingDomain(context.mailbox),\n          diagnostic,\n          resolveMx: deps.resolveMx,\n          nowMs,\n        })\n      }\n      const bouncedAtMs = decidedBy?.atMs || nowMs\n      // The record the person is says so too (AGL-3245): the verdict on the\n      // lead and the contact, and the bounce on the send's own timeline\n      // entry, so the record reads Sent, then Bounced.\n      await deps.stampRecordEmailState({\n        orgId: context.orgId,\n        email: enrollment.email,\n        state: {\n          status: gateway ? 'blocked' : 'bounced',\n          atMs: bouncedAtMs,\n          source: 'sequence',\n          detail: diagnostic,\n          enrollmentId: enrollment.id,\n        },\n      })\n      await markOutreachEmailDelivery(deps, {\n        orgId: context.orgId,\n        messageId: lastSentMessageId,\n        state: 'bounced',\n        atMs: bouncedAtMs,\n        detail: diagnostic,\n      })\n      event = { type: 'bounce', atMs: bouncedAtMs, detail }\n      report.bounces += 1\n      break\n    }\n    case 'postpone': {\n      const sequence = await sequenceOf(context, enrollment.sequenceId)\n      postponedTo = postponeOutreachForAutoReply({\n        nextDueAtMs: enrollment.nextDueAtMs,\n        receivedAtMs: decidedBy?.atMs || nowMs,\n        timeZone: context.mailbox.timezone,\n        window: effectiveOutreachWindow(sequence?.settings.window, context.mailbox.window),\n        random: deps.random,\n      })\n      break\n    }\n    default:\n      break\n  }\n\n  const outcome = await applyOutreachEvent(firestore, {\n    orgId: context.orgId,\n    enrollmentId: enrollment.id,\n    event,\n    extra: (current) => {\n      const extra: Record<string, unknown> = {\n        syncedMessageIds: [...(current.syncedMessageIds ?? []), ...freshIds].slice(-ENROLLMENT_HANDLED_MAX),\n      }\n      const waiting = current.status === 'active' || current.status === 'paused'\n      if (postponedTo !== null && waiting && current.nextDueAtMs !== null && postponedTo > current.nextDueAtMs) {\n        extra['nextDueAtMs'] = postponedTo\n      }\n      return extra\n    },\n    nowMs,\n  })\n  if (postponedTo !== null && outcome.enrollment?.nextDueAtMs === postponedTo) report.postponed += 1\n  // The person's record says the sequence ended (AGL-3274), once, under the\n  // reply that ended it — after the transaction moved the status, so a run\n  // that reads the same reply again finds nothing to file. An opt-out's\n  // line is `recordOutreachOptOut`'s, beside the lists it writes.\n  if (event?.type === 'reply' && outcome.changed) {\n    const sequence = await sequenceOf(context, enrollment.sequenceId)\n    const entry = outreachStoppedEntry({\n      enrollmentId: enrollment.id,\n      sequenceName: sequence?.name ?? 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package/src/lib/testing/stand-in-crm-record-routes.d.ts

@@ -0,0 +1,25 @@
+/**
+ * @license
+ * Copyright 2026 Aglyn LLC
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *   http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+/**
+ * The CRM's `contact`, `lead` and `company` record routes (AGL-3080), stood in
+ * for this plugin's specs, which may not load the CRM. They answer what the
+ * CRM publishes — a record's page under the site's hub or the organization's,
+ * and the Contacts list opened on one address — and what it publishes is held
+ * in its own `crm-record-routes.spec.ts`. Registered under the owner's id,
+ * `crm`, so a spec asking what happens where it is not loaded unregisters it.
+ */
+export declare function standInCrmRecordRoutes(): void;

package/src/lib/testing/stand-in-crm-record-routes.js

@@ -0,0 +1,46 @@
+import { _ as _extends } from "@swc/helpers/_/_extends";
+/**
+ * @license
+ * Copyright 2026 Aglyn LLC
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *   http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */ import { registerPluginRecordRoute } from "@aglyn/aglyn/plugin-manager/plugin-record-routes";
+/**
+ * The CRM's `contact`, `lead` and `company` record routes (AGL-3080), stood in
+ * for this plugin's specs, which may not load the CRM. They answer what the
+ * CRM publishes — a record's page under the site's hub or the organization's,
+ * and the Contacts list opened on one address — and what it publishes is held
+ * in its own `crm-record-routes.spec.ts`. Registered under the owner's id,
+ * `crm`, so a spec asking what happens where it is not loaded unregisters it.
+ */ export function standInCrmRecordRoutes() {
+    const hub = ({ orgSlug, host })=>host ? `/${orgSlug}/hosts/${host}/crm` : `/${orgSlug}/crm`;
+    const sectionRoute = (section)=>({
+            list: (context)=>`${hub(context)}/${section}`,
+            record: (context, id)=>`${hub(context)}/${section}/${encodeURIComponent(id)}`
+        });
+    registerPluginRecordRoute('contact', _extends({}, sectionRoute('contacts'), {
+        byEmail: (context, email)=>`${hub(context)}/contacts?${new URLSearchParams({
+                email
+            }).toString()}`
+    }), {
+        pluginId: 'crm'
+    });
+    registerPluginRecordRoute('lead', sectionRoute('leads'), {
+        pluginId: 'crm'
+    });
+    registerPluginRecordRoute('company', sectionRoute('companies'), {
+        pluginId: 'crm'
+    });
+}
+
+//# sourceMappingURL=stand-in-crm-record-routes.js.map

package/src/lib/testing/stand-in-crm-record-routes.js.map

@@ -0,0 +1 @@
+{"version":3,"sources":["../../../../../../../libs/plugins/outreach/src/lib/testing/stand-in-crm-record-routes.ts"],"sourcesContent":["/**\n * @license\n * Copyright 2026 Aglyn LLC\n *\n * Licensed under the Apache License, Version 2.0 (the \"License\");\n * you may not use this file except in compliance with the License.\n * You may obtain a copy of the License at\n *\n *   http://www.apache.org/licenses/LICENSE-2.0\n *\n * Unless required by applicable law or agreed to in writing, software\n * distributed under the License is distributed on an \"AS IS\" BASIS,\n * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.\n * See the License for the specific language governing permissions and\n * limitations under the License.\n */\n\nimport {\n  registerPluginRecordRoute,\n  type PluginRecordRoute,\n  type PluginRecordRouteContext,\n} from '@aglyn/aglyn/plugin-manager/plugin-record-routes'\n\n/**\n * The CRM's `contact`, `lead` and `company` record routes (AGL-3080), stood in\n * for this plugin's specs, which may not load the CRM. They answer what the\n * CRM publishes — a record's page under the site's hub or the organization's,\n * and the Contacts list opened on one address — and what it publishes is held\n * in its own `crm-record-routes.spec.ts`. Registered under the owner's id,\n * `crm`, so a spec asking what happens where it is not loaded unregisters it.\n */\nexport function standInCrmRecordRoutes(): void {\n  const hub = ({ orgSlug, host }: PluginRecordRouteContext) =>\n    host ? `/${orgSlug}/hosts/${host}/crm` : `/${orgSlug}/crm`\n  const sectionRoute = (section: string): PluginRecordRoute => ({\n    list: (context) => `${hub(context)}/${section}`,\n    record: (context, id) => `${hub(context)}/${section}/${encodeURIComponent(id)}`,\n  })\n  registerPluginRecordRoute(\n    'contact',\n    {\n      ...sectionRoute('contacts'),\n      byEmail: (context, email) =>\n        `${hub(context)}/contacts?${new URLSearchParams({ email }).toString()}`,\n    },\n    { pluginId: 'crm' },\n  )\n  registerPluginRecordRoute('lead', sectionRoute('leads'), { pluginId: 'crm' })\n  registerPluginRecordRoute('company', sectionRoute('companies'), { pluginId: 'crm' })\n}\n"],"names":["registerPluginRecordRoute","standInCrmRecordRoutes","hub","orgSlug","host","sectionRoute","section","list","context","record","id","encodeURIComponent","byEmail","email","URLSearchParams","toString","pluginId"],"mappings":";AAAA;;;;;;;;;;;;;;;CAeC,GAED,SACEA,yBAAyB,QAGpB,mDAAkD;AAEzD;;;;;;;CAOC,GACD,OAAO,SAASC;IACd,MAAMC,MAAM,CAAC,EAAEC,OAAO,EAAEC,IAAI,EAA4B,GACtDA,OAAO,CAAC,CAAC,EAAED,QAAQ,OAAO,EAAEC,KAAK,IAAI,CAAC,GAAG,CAAC,CAAC,EAAED,QAAQ,IAAI,CAAC;IAC5D,MAAME,eAAe,CAACC,UAAwC,CAAA;YAC5DC,MAAM,CAACC,UAAY,GAAGN,IAAIM,SAAS,CAAC,EAAEF,SAAS;YAC/CG,QAAQ,CAACD,SAASE,KAAO,GAAGR,IAAIM,SAAS,CAAC,EAAEF,QAAQ,CAAC,EAAEK,mBAAmBD,KAAK;QACjF,CAAA;IACAV,0BACE,WACA,aACKK,aAAa;QAChBO,SAAS,CAACJ,SAASK,QACjB,GAAGX,IAAIM,SAAS,UAAU,EAAE,IAAIM,gBAAgB;gBAAED;YAAM,GAAGE,QAAQ,IAAI;QAE3E;QAAEC,UAAU;IAAM;IAEpBhB,0BAA0B,QAAQK,aAAa,UAAU;QAAEW,UAAU;IAAM;IAC3EhB,0BAA0B,WAAWK,aAAa,cAAc;QAAEW,UAAU;IAAM;AACpF"}

package/src/lib/transport/gmail-errors.d.ts

@@ -82,3 +82,30 @@ export declare function isRateLimitBody(body: unknown): boolean;
 export declare function gmailApiError(status: number, body: unknown, init?: {
     retryAfterMs?: number | null;
 }): GmailTransportError;
+/** The refusal reasons a route answers a Google failure with. */
+export type GoogleFailureReason = 'mail-service-unavailable' | 'google-refused' | 'rate-limited' | 'google-unavailable';
+/** How a route answers one Google failure: its status, its reason and the sentence a person reads. */
+export interface GoogleFailureAnswer {
+    status: number;
+    reason: GoogleFailureReason;
+    error: string;
+}
+/** What a person reads when the Google account behind a mailbox has no Gmail. */
+export declare const OUTREACH_MAIL_SERVICE_UNAVAILABLE_MESSAGE: string;
+/**
+ * A Google failure a route could not handle itself, answered by whose failure
+ * it is. Every route that talks to Google on a person's behalf answers
+ * through this one decision.
+ *
+ * Only an answer Google did not give — an outage, a dropped connection, a
+ * body that could not be read — or a request Google called malformed (which
+ * is this code's to fix) is a 5xx. A refusal about the ACCOUNT is the
+ * person's to act on: an account with no Gmail, one an administrator has
+ * barred from the Gmail API, or one Google is rate-limiting. Those are 4xx
+ * with a sentence that says what to do, so they do not page as an outage.
+ *
+ * Every failure is logged with Google's own code, status and reason, which is
+ * the one place an operator can read what Google actually said. A value that
+ * is not a {@link GmailTransportError} is rethrown: it is not Google's.
+ */
+export declare function googleFailureAnswer(error: unknown, route: string): GoogleFailureAnswer;

package/src/lib/transport/gmail-errors.js

@@ -134,5 +134,61 @@ export class GmailTransportError extends Error {
     if (status === 403) return make('forbidden', `Gmail refused the request${detail}`);
     return make('unexpected', `Gmail answered ${status}${detail}`);
 }
+/** What a person reads when the Google account behind a mailbox has no Gmail. */ export const OUTREACH_MAIL_SERVICE_UNAVAILABLE_MESSAGE = 'This Google account does not have Gmail turned on yet. A new Google Workspace user can take up to a day ' + 'before Gmail is ready; otherwise ask your Workspace administrator to turn Gmail on for the account. ' + 'Then try again.';
+/**
+ * A Google failure a route could not handle itself, answered by whose failure
+ * it is. Every route that talks to Google on a person's behalf answers
+ * through this one decision.
+ *
+ * Only an answer Google did not give — an outage, a dropped connection, a
+ * body that could not be read — or a request Google called malformed (which
+ * is this code's to fix) is a 5xx. A refusal about the ACCOUNT is the
+ * person's to act on: an account with no Gmail, one an administrator has
+ * barred from the Gmail API, or one Google is rate-limiting. Those are 4xx
+ * with a sentence that says what to do, so they do not page as an outage.
+ *
+ * Every failure is logged with Google's own code, status and reason, which is
+ * the one place an operator can read what Google actually said. A value that
+ * is not a {@link GmailTransportError} is rethrown: it is not Google's.
+ */ export function googleFailureAnswer(error, route) {
+    if (!(error instanceof GmailTransportError)) throw error;
+    const detail = {
+        code: error.code,
+        status: error.status,
+        providerReason: error.providerReason,
+        message: error.message
+    };
+    switch(error.code){
+        case 'mail_service_unavailable':
+            console.warn(`[outreach] ${route}: the Google account has no Gmail service`, detail);
+            return {
+                status: 422,
+                reason: 'mail-service-unavailable',
+                error: OUTREACH_MAIL_SERVICE_UNAVAILABLE_MESSAGE
+            };
+        case 'forbidden':
+            console.warn(`[outreach] ${route}: Google refused the account`, detail);
+            return {
+                status: 422,
+                reason: 'google-refused',
+                error: `Google refused this account's request: ${error.message} ` + 'If it is a Google Workspace account, ask its administrator whether Gmail API access is allowed for it.'
+            };
+        case 'rate_limited':
+        case 'quota_exceeded':
+            console.warn(`[outreach] ${route}: Google is limiting the account`, detail);
+            return {
+                status: 429,
+                reason: 'rate-limited',
+                error: error.code === 'quota_exceeded' ? 'This Google account has used its Gmail quota for today. Try again tomorrow.' : 'Google is rate-limiting this account. Try again in a few minutes.'
+            };
+        default:
+            console.error(`[outreach] ${route}: Google call failed`, detail);
+            return {
+                status: 502,
+                reason: 'google-unavailable',
+                error: error.retryable ? 'Google did not answer. Try again in a moment.' : `Google refused the request: ${error.message}`
+            };
+    }
+}
 
 //# sourceMappingURL=gmail-errors.js.map

package/src/lib/transport/gmail-errors.js.map

@@ -1 +1 @@
-{"version":3,"sources":["../../../../../../../libs/plugins/outreach/src/lib/transport/gmail-errors.ts"],"sourcesContent":["/**\n * @license\n * Copyright 2026 Aglyn LLC\n *\n * Licensed under the Apache License, Version 2.0 (the \"License\");\n * you may not use this file except in compliance with the License.\n * You may obtain a copy of the License at\n *\n *   http://www.apache.org/licenses/LICENSE-2.0\n *\n * Unless required by applicable law or agreed to in writing, software\n * distributed under the License is distributed on an \"AS IS\" BASIS,\n * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.\n * See the License for the specific language governing permissions and\n * limitations under the License.\n */\n\n/**\n * WHAT A GOOGLE CALL CAN FAIL WITH, AS OUTREACH ACTS ON IT (AGL-2978).\n *\n * Google answers in two dialects — the OAuth token endpoint's\n * `{ error: 'invalid_grant' }` and the Gmail API's\n * `{ error: { code, status, errors: [{ reason }] } }` — and a caller should\n * not have to speak either. Every failure the transport raises is one\n * {@link GmailTransportError} carrying the three decisions a caller makes:\n *\n * - `reconnectRequired` — the grant itself is gone (revoked, expired, a\n *   password change, a scope removed). Nothing will work until the rep\n *   connects again, so the mailbox goes to `reconnect_required`.\n * - `retryable` — the request may succeed later as it stands (a rate limit,\n *   an outage, a dropped connection). `retryAfterMs` says when, if Google\n *   said.\n * - neither — the request itself is wrong, or the deployment is (a bad\n *   client id or secret), and retrying it changes nothing.\n */\n\nexport type GmailTransportErrorCode =\n  /** The refresh token was refused: revoked, expired or otherwise dead. */\n  | 'invalid_grant'\n  /** The grant is missing a scope the call needs. */\n  | 'insufficient_scope'\n  /** The OAuth client id or secret was refused — a deployment problem. */\n  | 'client_misconfigured'\n  /** Rate-limited, still after backing off. */\n  | 'rate_limited'\n  /** The account's sending or API quota for the day is spent. */\n  | 'quota_exceeded'\n  /** Google answered 5xx, still after backing off. */\n  | 'unavailable'\n  /** The request never got an answer: a network failure or a timeout. */\n  | 'network'\n  /** The access token was refused even after a fresh one was minted. */\n  | 'unauthorized'\n  /** The account has no Gmail service (a Workspace user without Gmail). */\n  | 'mail_service_unavailable'\n  | 'not_found'\n  /** Google refused the request as malformed. */\n  | 'invalid_request'\n  | 'forbidden'\n  /** An answer the transport could not read. */\n  | 'unexpected'\n\nexport interface GmailTransportErrorInit {\n  status?: number | null\n  retryAfterMs?: number | null\n  /** The provider's own reason string, kept for logs and health rows. */\n  providerReason?: string | null\n}\n\nconst RECONNECT: ReadonlySet<GmailTransportErrorCode> = new Set([\n  'invalid_grant',\n  'insufficient_scope',\n])\n\nconst RETRYABLE: ReadonlySet<GmailTransportErrorCode> = new Set([\n  'rate_limited',\n  'unavailable',\n  'network',\n])\n\nexport class GmailTransportError extends Error {\n  readonly code: GmailTransportErrorCode\n  readonly status: number | null\n  readonly retryAfterMs: number | null\n  readonly providerReason: string | null\n\n  constructor(code: GmailTransportErrorCode, message: string, init: GmailTransportErrorInit = {}) {\n    super(message)\n    this.name = 'GmailTransportError'\n    this.code = code\n    this.status = init.status ?? null\n    this.retryAfterMs = init.retryAfterMs ?? null\n    this.providerReason = init.providerReason ?? null\n  }\n\n  /** The grant is gone; the mailbox needs connecting again. */\n  get reconnectRequired(): boolean {\n    return RECONNECT.has(this.code)\n  }\n\n  /** The same request may succeed later. */\n  get retryable(): boolean {\n    return RETRYABLE.has(this.code)\n  }\n}\n\n/** Whether a thrown value says the mailbox's grant is gone. */\nexport function isReconnectRequired(error: unknown): boolean {\n  return error instanceof GmailTransportError && error.reconnectRequired\n}\n\n/** The OAuth token endpoint's error body: `{ error, error_description }`. */\nexport function tokenEndpointError(status: number, body: unknown): GmailTransportError {\n  const record = (body ?? {}) as { error?: unknown; error_description?: unknown }\n  const reason = typeof record.error === 'string' ? record.error : null\n  const described = typeof record.error_description === 'string' ? record.error_description : ''\n  if (reason === 'invalid_grant') {\n    return new GmailTransportError(\n      'invalid_grant',\n      'Google refused the mailbox grant. The mailbox must be connected again.',\n      { status, providerReason: reason },\n    )\n  }\n  if (reason === 'invalid_client' || reason === 'unauthorized_client') {\n    return new GmailTransportError(\n      'client_misconfigured',\n      'Google refused this deployment’s OAuth client. Check its client id and secret.',\n      { status, providerReason: reason },\n    )\n  }\n  if (reason === 'invalid_scope') {\n    return new GmailTransportError('insufficient_scope', 'Google refused a requested scope.', {\n      status,\n      providerReason: reason,\n    })\n  }\n  return new GmailTransportError(\n    status >= 500 ? 'unavailable' : 'invalid_request',\n    `Google’s token endpoint refused the request${described ? `: ${described.slice(0, 200)}` : '.'}`,\n    { status, providerReason: reason },\n  )\n}\n\ninterface GoogleApiErrorBody {\n  error?: {\n    code?: number\n    message?: string\n    status?: string\n    errors?: Array<{ reason?: string; message?: string }>\n    details?: Array<{ reason?: string }>\n  }\n}\n\n/** Every reason string a Gmail API error body carries. */\nfunction apiReasons(body: unknown): string[] {\n  const error = (body as GoogleApiErrorBody | null)?.error\n  return [\n    ...(error?.errors ?? []).map((entry) => entry?.reason),\n    ...(error?.details ?? []).map((entry) => entry?.reason),\n    error?.status,\n  ].filter((reason): reason is string => typeof reason === 'string' && reason.length > 0)\n}\n\n/** Whether a Gmail API 403 is a rate limit, which backs off like a 429. */\nexport function isRateLimitBody(body: unknown): boolean {\n  return apiReasons(body).some((reason) =>\n    ['rateLimitExceeded', 'userRateLimitExceeded', 'RESOURCE_EXHAUSTED'].includes(reason),\n  )\n}\n\n/** A Gmail API error response, mapped. */\nexport function gmailApiError(\n  status: number,\n  body: unknown,\n  init: { retryAfterMs?: number | null } = {},\n): GmailTransportError {\n  const reasons = apiReasons(body)\n  const providerReason = reasons[0] ?? null\n  const has = (...names: string[]) => reasons.some((reason) => names.includes(reason))\n  const message = (body as GoogleApiErrorBody | null)?.error?.message\n  const detail = typeof message === 'string' && message ? `: ${message.slice(0, 200)}` : '.'\n  const make = (code: GmailTransportErrorCode, text: string) =>\n    new GmailTransportError(code, text, { status, providerReason, retryAfterMs: init.retryAfterMs })\n\n  if (status === 429 || (status === 403 && isRateLimitBody(body))) {\n    return make('rate_limited', 'Gmail is rate-limiting this mailbox. 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+{"version":3,"sources":["../../../../../../../libs/plugins/outreach/src/lib/transport/gmail-errors.ts"],"sourcesContent":["/**\n * @license\n * Copyright 2026 Aglyn LLC\n *\n * Licensed under the Apache License, Version 2.0 (the \"License\");\n * you may not use this file except in compliance with the License.\n * You may obtain a copy of the License at\n *\n *   http://www.apache.org/licenses/LICENSE-2.0\n *\n * Unless required by applicable law or agreed to in writing, software\n * distributed under the License is distributed on an \"AS IS\" BASIS,\n * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.\n * See the License for the specific language governing permissions and\n * limitations under the License.\n */\n\n/**\n * WHAT A GOOGLE CALL CAN FAIL WITH, AS OUTREACH ACTS ON IT (AGL-2978).\n *\n * Google answers in two dialects — the OAuth token endpoint's\n * `{ error: 'invalid_grant' }` and the Gmail API's\n * `{ error: { code, status, errors: [{ reason }] } }` — and a caller should\n * not have to speak either. Every failure the transport raises is one\n * {@link GmailTransportError} carrying the three decisions a caller makes:\n *\n * - `reconnectRequired` — the grant itself is gone (revoked, expired, a\n *   password change, a scope removed). Nothing will work until the rep\n *   connects again, so the mailbox goes to `reconnect_required`.\n * - `retryable` — the request may succeed later as it stands (a rate limit,\n *   an outage, a dropped connection). `retryAfterMs` says when, if Google\n *   said.\n * - neither — the request itself is wrong, or the deployment is (a bad\n *   client id or secret), and retrying it changes nothing.\n */\n\nexport type GmailTransportErrorCode =\n  /** The refresh token was refused: revoked, expired or otherwise dead. */\n  | 'invalid_grant'\n  /** The grant is missing a scope the call needs. */\n  | 'insufficient_scope'\n  /** The OAuth client id or secret was refused — a deployment problem. */\n  | 'client_misconfigured'\n  /** Rate-limited, still after backing off. */\n  | 'rate_limited'\n  /** The account's sending or API quota for the day is spent. */\n  | 'quota_exceeded'\n  /** Google answered 5xx, still after backing off. */\n  | 'unavailable'\n  /** The request never got an answer: a network failure or a timeout. */\n  | 'network'\n  /** The access token was refused even after a fresh one was minted. */\n  | 'unauthorized'\n  /** The account has no Gmail service (a Workspace user without Gmail). */\n  | 'mail_service_unavailable'\n  | 'not_found'\n  /** Google refused the request as malformed. */\n  | 'invalid_request'\n  | 'forbidden'\n  /** An answer the transport could not read. */\n  | 'unexpected'\n\nexport interface GmailTransportErrorInit {\n  status?: number | null\n  retryAfterMs?: number | null\n  /** The provider's own reason string, kept for logs and health rows. */\n  providerReason?: string | null\n}\n\nconst RECONNECT: ReadonlySet<GmailTransportErrorCode> = new Set([\n  'invalid_grant',\n  'insufficient_scope',\n])\n\nconst RETRYABLE: ReadonlySet<GmailTransportErrorCode> = new Set([\n  'rate_limited',\n  'unavailable',\n  'network',\n])\n\nexport class GmailTransportError extends Error {\n  readonly code: GmailTransportErrorCode\n  readonly status: number | null\n  readonly retryAfterMs: number | null\n  readonly providerReason: string | null\n\n  constructor(code: GmailTransportErrorCode, message: string, init: GmailTransportErrorInit = {}) {\n    super(message)\n    this.name = 'GmailTransportError'\n    this.code = code\n    this.status = init.status ?? null\n    this.retryAfterMs = init.retryAfterMs ?? null\n    this.providerReason = init.providerReason ?? null\n  }\n\n  /** The grant is gone; the mailbox needs connecting again. */\n  get reconnectRequired(): boolean {\n    return RECONNECT.has(this.code)\n  }\n\n  /** The same request may succeed later. */\n  get retryable(): boolean {\n    return RETRYABLE.has(this.code)\n  }\n}\n\n/** Whether a thrown value says the mailbox's grant is gone. */\nexport function isReconnectRequired(error: unknown): boolean {\n  return error instanceof GmailTransportError && error.reconnectRequired\n}\n\n/** The OAuth token endpoint's error body: `{ error, error_description }`. */\nexport function tokenEndpointError(status: number, body: unknown): GmailTransportError {\n  const record = (body ?? {}) as { error?: unknown; error_description?: unknown }\n  const reason = typeof record.error === 'string' ? record.error : null\n  const described = typeof record.error_description === 'string' ? record.error_description : ''\n  if (reason === 'invalid_grant') {\n    return new GmailTransportError(\n      'invalid_grant',\n      'Google refused the mailbox grant. The mailbox must be connected again.',\n      { status, providerReason: reason },\n    )\n  }\n  if (reason === 'invalid_client' || reason === 'unauthorized_client') {\n    return new GmailTransportError(\n      'client_misconfigured',\n      'Google refused this deployment’s OAuth client. Check its client id and secret.',\n      { status, providerReason: reason },\n    )\n  }\n  if (reason === 'invalid_scope') {\n    return new GmailTransportError('insufficient_scope', 'Google refused a requested scope.', {\n      status,\n      providerReason: reason,\n    })\n  }\n  return new GmailTransportError(\n    status >= 500 ? 'unavailable' : 'invalid_request',\n    `Google’s token endpoint refused the request${described ? `: ${described.slice(0, 200)}` : '.'}`,\n    { status, providerReason: reason },\n  )\n}\n\ninterface GoogleApiErrorBody {\n  error?: {\n    code?: number\n    message?: string\n    status?: string\n    errors?: Array<{ reason?: string; message?: string }>\n    details?: Array<{ reason?: string }>\n  }\n}\n\n/** Every reason string a Gmail API error body carries. */\nfunction apiReasons(body: unknown): string[] {\n  const error = (body as GoogleApiErrorBody | null)?.error\n  return [\n    ...(error?.errors ?? []).map((entry) => entry?.reason),\n    ...(error?.details ?? []).map((entry) => entry?.reason),\n    error?.status,\n  ].filter((reason): reason is string => typeof reason === 'string' && reason.length > 0)\n}\n\n/** Whether a Gmail API 403 is a rate limit, which backs off like a 429. */\nexport function isRateLimitBody(body: unknown): boolean {\n  return apiReasons(body).some((reason) =>\n    ['rateLimitExceeded', 'userRateLimitExceeded', 'RESOURCE_EXHAUSTED'].includes(reason),\n  )\n}\n\n/** A Gmail API error response, mapped. */\nexport function gmailApiError(\n  status: number,\n  body: unknown,\n  init: { retryAfterMs?: number | null } = {},\n): GmailTransportError {\n  const reasons = apiReasons(body)\n  const providerReason = reasons[0] ?? null\n  const has = (...names: string[]) => reasons.some((reason) => names.includes(reason))\n  const message = (body as GoogleApiErrorBody | null)?.error?.message\n  const detail = typeof message === 'string' && message ? `: ${message.slice(0, 200)}` : '.'\n  const make = (code: GmailTransportErrorCode, text: string) =>\n    new GmailTransportError(code, text, { status, providerReason, retryAfterMs: init.retryAfterMs })\n\n  if (status === 429 || (status === 403 && isRateLimitBody(body))) {\n    return make('rate_limited', 'Gmail is rate-limiting this mailbox. Try again later.')\n  }\n  if (has('dailyLimitExceeded', 'quotaExceeded')) {\n    return make('quota_exceeded', 'This mailbox has spent its Gmail quota for the day.')\n  }\n  if (has('insufficientPermissions', 'ACCESS_TOKEN_SCOPE_INSUFFICIENT')) {\n    return make('insufficient_scope', 'The mailbox grant is missing a permission Sequences needs.')\n  }\n  if (status >= 500) return make('unavailable', `Gmail is unavailable${detail}`)\n  if (status === 401) return make('unauthorized', 'Gmail refused the mailbox’s access token.')\n  if (status === 400 && has('failedPrecondition') && /mail service not enabled/i.test(String(message))) {\n    return make('mail_service_unavailable', 'This Google account has no Gmail service.')\n  }\n  if (status === 404) return make('not_found', `Gmail found nothing there${detail}`)\n  if (status === 400) return make('invalid_request', `Gmail refused the request${detail}`)\n  if (status === 403) return make('forbidden', `Gmail refused the request${detail}`)\n  return make('unexpected', `Gmail answered ${status}${detail}`)\n}\n\n/** The refusal reasons a route answers a Google failure with. */\nexport type GoogleFailureReason =\n  | 'mail-service-unavailable'\n  | 'google-refused'\n  | 'rate-limited'\n  | 'google-unavailable'\n\n/** How a route answers one Google failure: its status, its reason and the sentence a person reads. */\nexport interface GoogleFailureAnswer {\n  status: number\n  reason: GoogleFailureReason\n  error: string\n}\n\n/** What a person reads when the Google account behind a mailbox has no Gmail. */\nexport const OUTREACH_MAIL_SERVICE_UNAVAILABLE_MESSAGE =\n  'This Google account does not have Gmail turned on yet. A new Google Workspace user can take up to a day ' +\n  'before Gmail is ready; otherwise ask your Workspace administrator to turn Gmail on for the account. ' +\n  'Then try again.'\n\n/**\n * A Google failure a route could not handle itself, answered by whose failure\n * it is. Every route that talks to Google on a person's behalf answers\n * through this one decision.\n *\n * Only an answer Google did not give — an outage, a dropped connection, a\n * body that could not be read — or a request Google called malformed (which\n * is this code's to fix) is a 5xx. A refusal about the ACCOUNT is the\n * person's to act on: an account with no Gmail, one an administrator has\n * barred from the Gmail API, or one Google is rate-limiting. Those are 4xx\n * with a sentence that says what to do, so they do not page as an outage.\n *\n * Every failure is logged with Google's own code, status and reason, which is\n * the one place an operator can read what Google actually said. A value that\n * is not a {@link GmailTransportError} is rethrown: it is not Google's.\n */\nexport function googleFailureAnswer(error: unknown, route: string): GoogleFailureAnswer {\n  if (!(error instanceof GmailTransportError)) throw error\n  const detail = {\n    code: error.code,\n    status: error.status,\n    providerReason: error.providerReason,\n    message: error.message,\n  }\n  switch (error.code) {\n    case 'mail_service_unavailable':\n      console.warn(`[outreach] ${route}: the Google account has no Gmail service`, detail)\n      return { status: 422, reason: 'mail-service-unavailable', error: OUTREACH_MAIL_SERVICE_UNAVAILABLE_MESSAGE }\n    case 'forbidden':\n      console.warn(`[outreach] ${route}: Google refused the account`, detail)\n      return {\n        status: 422,\n        reason: 'google-refused',\n        error:\n          `Google refused this account's request: ${error.message} ` +\n          'If it is a Google Workspace account, ask its administrator whether Gmail API access is allowed for it.',\n      }\n    case 'rate_limited':\n    case 'quota_exceeded':\n      console.warn(`[outreach] ${route}: Google is limiting the account`, detail)\n      return {\n        status: 429,\n        reason: 'rate-limited',\n        error:\n          error.code === 'quota_exceeded'\n            ? 'This Google account has used its Gmail quota for today. Try again tomorrow.'\n            : 'Google is rate-limiting this account. Try again in a few minutes.',\n      }\n    default:\n      console.error(`[outreach] ${route}: Google call failed`, detail)\n      return {\n        status: 502,\n        reason: 'google-unavailable',\n        error: error.retryable\n          ? 'Google did not answer. Try again in a moment.'\n          : `Google refused the request: ${error.message}`,\n      }\n  }\n}\n"],"names":["RECONNECT","Set","RETRYABLE","GmailTransportError","Error","reconnectRequired","has","code","retryable","message","init","name","status","retryAfterMs","providerReason","isReconnectRequired","error","tokenEndpointError","body","record","reason","described","error_description","slice","apiReasons","errors","map","entry","details","filter","length","isRateLimitBody","some","includes","gmailApiError","reasons","names","detail","make","text","test","String","OUTREACH_MAIL_SERVICE_UNAVAILABLE_MESSAGE","googleFailureAnswer","route","console","warn"],"mappings":"AAAA;;;;;;;;;;;;;;;CAeC,GAED;;;;;;;;;;;;;;;;;CAiBC,GAmCD,MAAMA,YAAkD,IAAIC,IAAI;IAC9D;IACA;CACD;AAED,MAAMC,YAAkD,IAAID,IAAI;IAC9D;IACA;IACA;CACD;AAED,OAAO,MAAME,4BAA4BC;IAevC,2DAA2D,GAC3D,IAAIC,oBAA6B;QAC/B,OAAOL,UAAUM,GAAG,CAAC,IAAI,CAACC,IAAI;IAChC;IAEA,wCAAwC,GACxC,IAAIC,YAAqB;QACvB,OAAON,UAAUI,GAAG,CAAC,IAAI,CAACC,IAAI;IAChC;IAjBA,YAAYA,IAA6B,EAAEE,OAAe,EAAEC,OAAgC,CAAC,CAAC,CAAE;YAIhFA,cACMA,oBACEA;QALtB,KAAK,CAACD;QACN,IAAI,CAACE,IAAI,GAAG;QACZ,IAAI,CAACJ,IAAI,GAAGA;QACZ,IAAI,CAACK,MAAM,IAAGF,eAAAA,KAAKE,MAAM,YAAXF,eAAe;QAC7B,IAAI,CAACG,YAAY,IAAGH,qBAAAA,KAAKG,YAAY,YAAjBH,qBAAqB;QACzC,IAAI,CAACI,cAAc,IAAGJ,uBAAAA,KAAKI,cAAc,YAAnBJ,uBAAuB;IAC/C;AAWF;AAEA,6DAA6D,GAC7D,OAAO,SAASK,oBAAoBC,KAAc;IAChD,OAAOA,iBAAiBb,uBAAuBa,MAAMX,iBAAiB;AACxE;AAEA,2EAA2E,GAC3E,OAAO,SAASY,mBAAmBL,MAAc,EAAEM,IAAa;IAC9D,MAAMC,SAAUD,eAAAA,OAAQ,CAAC;IACzB,MAAME,SAAS,OAAOD,OAAOH,KAAK,KAAK,WAAWG,OAAOH,KAAK,GAAG;IACjE,MAAMK,YAAY,OAAOF,OAAOG,iBAAiB,KAAK,WAAWH,OAAOG,iBAAiB,GAAG;IAC5F,IAAIF,WAAW,iBAAiB;QAC9B,OAAO,IAAIjB,oBACT,iBACA,0EACA;YAAES;YAAQE,gBAAgBM;QAAO;IAErC;IACA,IAAIA,WAAW,oBAAoBA,WAAW,uBAAuB;QACnE,OAAO,IAAIjB,oBACT,wBACA,kFACA;YAAES;YAAQE,gBAAgBM;QAAO;IAErC;IACA,IAAIA,WAAW,iBAAiB;QAC9B,OAAO,IAAIjB,oBAAoB,sBAAsB,qCAAqC;YACxFS;YACAE,gBAAgBM;QAClB;IACF;IACA,OAAO,IAAIjB,oBACTS,UAAU,MAAM,gBAAgB,mBAChC,CAAC,2CAA2C,EAAES,YAAY,CAAC,EAAE,EAAEA,UAAUE,KAAK,CAAC,GAAG,MAAM,GAAG,KAAK,EAChG;QAAEX;QAAQE,gBAAgBM;IAAO;AAErC;AAYA,wDAAwD,GACxD,SAASI,WAAWN,IAAa;;IAC/B,MAAMF,QAASE,wBAAD,AAACA,KAAoCF,KAAK;IACxD,OAAO;WACF,SAACA,yBAAAA,MAAOS,MAAM,mBAAI,EAAE,EAAEC,GAAG,CAAC,CAACC,QAAUA,yBAAAA,MAAOP,MAAM;WAClD,UAACJ,yBAAAA,MAAOY,OAAO,oBAAI,EAAE,EAAEF,GAAG,CAAC,CAACC,QAAUA,yBAAAA,MAAOP,MAAM;QACtDJ,yBAAAA,MAAOJ,MAAM;KACd,CAACiB,MAAM,CAAC,CAACT,SAA6B,OAAOA,WAAW,YAAYA,OAAOU,MAAM,GAAG;AACvF;AAEA,yEAAyE,GACzE,OAAO,SAASC,gBAAgBb,IAAa;IAC3C,OAAOM,WAAWN,MAAMc,IAAI,CAAC,CAACZ,SAC5B;YAAC;YAAqB;YAAyB;SAAqB,CAACa,QAAQ,CAACb;AAElF;AAEA,wCAAwC,GACxC,OAAO,SAASc,cACdtB,MAAc,EACdM,IAAa,EACbR,OAAyC,CAAC,CAAC;QAGpByB;QAEP;IAHhB,MAAMA,UAAUX,WAAWN;IAC3B,MAAMJ,kBAAiBqB,YAAAA,OAAO,CAAC,EAAE,YAAVA,YAAc;IACrC,MAAM7B,MAAM,CAAC,GAAG8B,QAAoBD,QAAQH,IAAI,CAAC,CAACZ,SAAWgB,MAAMH,QAAQ,CAACb;IAC5E,MAAMX,UAAWS,yBAAD,cAAA,AAACA,KAAoCF,KAAK,qBAA1C,YAA4CP,OAAO;IACnE,MAAM4B,SAAS,OAAO5B,YAAY,YAAYA,UAAU,CAAC,EAAE,EAAEA,QAAQc,KAAK,CAAC,GAAG,MAAM,GAAG;IACvF,MAAMe,OAAO,CAAC/B,MAA+BgC,OAC3C,IAAIpC,oBAAoBI,MAAMgC,MAAM;YAAE3B;YAAQE;YAAgBD,cAAcH,KAAKG,YAAY;QAAC;IAEhG,IAAID,WAAW,OAAQA,WAAW,OAAOmB,gBAAgBb,OAAQ;QAC/D,OAAOoB,KAAK,gBAAgB;IAC9B;IACA,IAAIhC,IAAI,sBAAsB,kBAAkB;QAC9C,OAAOgC,KAAK,kBAAkB;IAChC;IACA,IAAIhC,IAAI,2BAA2B,oCAAoC;QACrE,OAAOgC,KAAK,sBAAsB;IACpC;IACA,IAAI1B,UAAU,KAAK,OAAO0B,KAAK,eAAe,CAAC,oBAAoB,EAAED,QAAQ;IAC7E,IAAIzB,WAAW,KAAK,OAAO0B,KAAK,gBAAgB;IAChD,IAAI1B,WAAW,OAAON,IAAI,yBAAyB,4BAA4BkC,IAAI,CAACC,OAAOhC,WAAW;QACpG,OAAO6B,KAAK,4BAA4B;IAC1C;IACA,IAAI1B,WAAW,KAAK,OAAO0B,KAAK,aAAa,CAAC,yBAAyB,EAAED,QAAQ;IACjF,IAAIzB,WAAW,KAAK,OAAO0B,KAAK,mBAAmB,CAAC,yBAAyB,EAAED,QAAQ;IACvF,IAAIzB,WAAW,KAAK,OAAO0B,KAAK,aAAa,CAAC,yBAAyB,EAAED,QAAQ;IACjF,OAAOC,KAAK,cAAc,CAAC,eAAe,EAAE1B,SAASyB,QAAQ;AAC/D;AAgBA,+EAA+E,GAC/E,OAAO,MAAMK,4CACX,6GACA,yGACA,kBAAiB;AAEnB;;;;;;;;;;;;;;;CAeC,GACD,OAAO,SAASC,oBAAoB3B,KAAc,EAAE4B,KAAa;IAC/D,IAAI,CAAE5B,CAAAA,iBAAiBb,mBAAkB,GAAI,MAAMa;IACnD,MAAMqB,SAAS;QACb9B,MAAMS,MAAMT,IAAI;QAChBK,QAAQI,MAAMJ,MAAM;QACpBE,gBAAgBE,MAAMF,cAAc;QACpCL,SAASO,MAAMP,OAAO;IACxB;IACA,OAAQO,MAAMT,IAAI;QAChB,KAAK;YACHsC,QAAQC,IAAI,CAAC,CAAC,WAAW,EAAEF,MAAM,yCAAyC,CAAC,EAAEP;YAC7E,OAAO;gBAAEzB,QAAQ;gBAAKQ,QAAQ;gBAA4BJ,OAAO0B;YAA0C;QAC7G,KAAK;YACHG,QAAQC,IAAI,CAAC,CAAC,WAAW,EAAEF,MAAM,4BAA4B,CAAC,EAAEP;YAChE,OAAO;gBACLzB,QAAQ;gBACRQ,QAAQ;gBACRJ,OACE,CAAC,uCAAuC,EAAEA,MAAMP,OAAO,CAAC,CAAC,CAAC,GAC1D;YACJ;QACF,KAAK;QACL,KAAK;YACHoC,QAAQC,IAAI,CAAC,CAAC,WAAW,EAAEF,MAAM,gCAAgC,CAAC,EAAEP;YACpE,OAAO;gBACLzB,QAAQ;gBACRQ,QAAQ;gBACRJ,OACEA,MAAMT,IAAI,KAAK,mBACX,gFACA;YACR;QACF;YACEsC,QAAQ7B,KAAK,CAAC,CAAC,WAAW,EAAE4B,MAAM,oBAAoB,CAAC,EAAEP;YACzD,OAAO;gBACLzB,QAAQ;gBACRQ,QAAQ;gBACRJ,OAAOA,MAAMR,SAAS,GAClB,kDACA,CAAC,4BAA4B,EAAEQ,MAAMP,OAAO,EAAE;YACpD;IACJ;AACF"}