@aglyn/plugins-outreach 1.0.0-beta.274 → 1.0.0-beta.275

package/src/lib/routes/reply-routes.js.map

@@ -0,0 +1 @@
+{"version":3,"sources":["../../../../../../../libs/plugins/outreach/src/lib/routes/reply-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 type { PluginWebApiHandler } from '@aglyn/aglyn/server'\nimport { randomUUID } from 'node:crypto'\nimport {\n  composeOutreachManualReply,\n  mergeOutreachInboundMessages,\n  outreachEnrollmentHasInbound,\n  outreachInboundMessagesOf,\n  outreachMailboxAddress,\n  outreachManualReplyRefusal,\n  outreachMessageToAnswer,\n  outreachReplySubject,\n  type OutreachManualReplyRefusal,\n} from '../engine/manual-reply'\nimport { outreachThreadMessageFromGmail, type OutreachThreadMessage } from '../engine/thread-message'\nimport { mailboxRef } from '../mailboxes/mailbox-credentials'\nimport { outreachLocalDay } from '../mailboxes/mailbox-settings'\nimport {\n  markOutreachMailboxReconnectRequired,\n  type OpenedOutreachMailbox,\n} from '../mailboxes/mailbox-transport'\nimport type {\n  OutreachEnrollmentReplyResponse,\n  OutreachEnrollmentThreadResponse,\n  OutreachReplyDraft,\n} from '../model/outreach-api'\nimport type {\n  OutreachEnrollment,\n  OutreachInboundMessage,\n  OutreachMailbox,\n  OutreachStepRecord,\n} from '../model/outreach.types'\nimport { fileOutreachEmail } from '../runtime/timeline'\nimport { outreachUnsubscribeMailbox } from '../runtime/unsubscribe-link'\nimport {\n  lookupOutreachDoNotContact,\n  lookupOutreachDoNotContactDomains,\n} from '../storage/do-not-contact-store'\nimport {\n  outreachEnrollmentLink,\n  outreachOrgCollection,\n  readStoredOutreachEnrollment,\n  readStoredOutreachMailbox,\n} from '../storage/outreach-records'\nimport type { OutreachMailClient } from '../transport/mail-client'\nimport { GmailTransportError, googleFailureAnswer, isReconnectRequired } from '../transport/gmail-errors'\nimport { Rfc5322MessageError } from '../transport/rfc5322'\nimport { sendOutreachReply } from '../transport/send-message'\nimport type { OutreachEnrollRouteDeps } from './enroll-routes'\nimport type { OutreachRouteCaller } from './route-gate'\nimport { outreachRouteGate } from './route-gate'\nimport {\n  outreachMethodNotAllowed,\n  outreachOk,\n  outreachRefusal,\n  readOutreachDocumentId,\n  readOutreachJsonBody,\n} from './route-http'\n\n/**\n * ANSWERING A PERSON WHO WROTE BACK (AGL-4020): `outreach/enrollments/thread`\n * and `outreach/enrollments/reply`.\n *\n * A person who answered a sequence email is answered by a member, from the\n * enrollment's own mailbox, in the same thread — never from the platform's\n * mail service, which carries no prospecting, and never as a new thread.\n * The engine writes the answer (`engine/manual-reply.ts`); these routes read\n * what it answers, check what still refuses, and send it.\n *\n * ## What the person wrote\n *\n * The sync keeps every message of theirs on the enrollment. A reply synced\n * before they were kept is on the enrollment only as an id, so when the\n * enrollment says someone wrote back and keeps nothing they wrote, the\n * `thread` route reads the enrollment's threads in the mailbox — and, when\n * they answered in a thread of their own, the messages from their address\n * since they were enrolled — and keeps what it finds. That read is made only\n * for a member who may send from the mailbox: nobody reads another member's\n * mail through these routes.\n *\n * ## The answer is no step of the sequence\n *\n * It is kept as a `manual_reply` step record and filed on the person's CRM\n * record. It never restarts the sequence or moves its step; it never counts\n * against the mailbox's daily cap, joins the sends a bounce rate is judged\n * over, or bumps the sequence's figures. The mailbox counts it apart, on\n * `health.daily.<day>.manualReplies`, so it can never pause the mailbox.\n * Its `Message-ID` joins the enrollment's when it went into the current\n * thread, so a later step of an enrollment still running answers it, and\n * the enrollment's `lastSentAtMs` moves, which keeps the thread watched for\n * what the person writes next.\n *\n * ## Once\n *\n * The composer mints a key per answer, which becomes its `Message-ID`. The\n * answer is claimed in a transaction before it is sent: a retry of the same\n * answer that already went is answered with its record, and a second answer\n * while one is in flight is refused. A send that fails hands the claim back.\n */\n\n/** Answers one mailbox may send in an hour: a conversation, not a campaign. */\nexport const OUTREACH_MANUAL_REPLIES_PER_HOUR = 30\n\n/** How long a claim on an answer holds before another answer may go. */\nconst REPLY_CLAIM_STALE_MS = 2 * 60_000\n\n/** The most of an enrollment's threads one read opens, newest first. */\nconst THREADS_READ_MAX = 5\n\n/** The most messages from the person's address one read opens, outside those threads. */\nconst OWN_THREAD_MESSAGES_MAX = 10\n\n/** A reply key as the composer mints one: a UUID, or anything as plain. */\nconst REPLY_KEY = /^[A-Za-z0-9][A-Za-z0-9-]{7,63}$/\n\n/** The routes' reach beyond the shared route deps: the mailbox, and the platform's rate limit. */\nexport interface OutreachReplyDeps {\n  /** Opens a mailbox's client from its sealed grant. */\n  openMailbox(mailboxId: string): Promise<OpenedOutreachMailbox>\n  consumeRateLimit(key: string, options: { limit: number; windowMs: number }): Promise<{ allowed: boolean }>\n}\n\ntype Firestore = FirebaseFirestore.Firestore\n\ninterface Loaded {\n  enrollment: OutreachEnrollment\n  mailbox: OutreachMailbox | null\n}\n\n/** The enrollment, and the mailbox an answer goes from: its own, else its sequence's. */\nasync function loadEnrollment(firestore: Firestore, orgId: string, enrollmentId: string): Promise<Loaded | null> {\n  const snapshot = await outreachOrgCollection(firestore, orgId, 'enrollments').doc(enrollmentId).get()\n  const enrollment = readStoredOutreachEnrollment(enrollmentId, snapshot.exists ? snapshot.data() : undefined)\n  if (!enrollment) return null\n  let mailboxId = enrollment.mailboxId\n  if (!mailboxId && enrollment.sequenceId) {\n    const sequence = await outreachOrgCollection(firestore, orgId, 'sequences').doc(enrollment.sequenceId).get()\n    mailboxId = String(sequence.exists ? (sequence.get('mailboxId') ?? '') : '')\n  }\n  if (!mailboxId) return { enrollment, mailbox: null }\n  const box = await mailboxRef(firestore, orgId, mailboxId).get()\n  return { enrollment, mailbox: readStoredOutreachMailbox(mailboxId, box.exists ? box.data() : undefined) }\n}\n\n/** The member is the mailbox's own, or an organization owner or admin. */\nconst mayUseMailbox = (caller: OutreachRouteCaller, mailbox: OutreachMailbox | null) =>\n  Boolean(mailbox) && (mailbox?.connectedByUid === caller.uid || caller.isOrgAdmin)\n\n/** The mailbox's own addresses: the account's, and every alias it sends as. */\nconst selfAddressesOf = (mailbox: OutreachMailbox) =>\n  [mailbox.email, mailbox.sendAs, ...(mailbox.sendAsOptions ?? []).map((option) => option.email)].filter(Boolean)\n\n/**\n * What the person wrote, read from the mailbox: the enrollment's threads,\n * newest first, and — when none holds a message of theirs — the messages\n * from their address since they were enrolled.\n */\nasync function readMailboxInbound(\n  client: OutreachMailClient,\n  enrollment: OutreachEnrollment,\n  mailbox: OutreachMailbox,\n): Promise<OutreachInboundMessage[]> {\n  const context = {\n    selfAddresses: selfAddressesOf(mailbox),\n    unsubscribeAddress: outreachUnsubscribeMailbox(mailbox.email)?.address ?? null,\n    threadSubject: enrollment.threadSubject,\n  }\n  const threads = [\n    ...new Set([...(enrollment.gmailThreadIds ?? []), enrollment.gmailThreadId].filter((id): id is string => Boolean(id))),\n  ]\n    .reverse()\n    .slice(0, THREADS_READ_MAX)\n  const messages: OutreachThreadMessage[] = []\n  for (const threadId of threads) {\n    const thread = await client.getFullThread(threadId)\n    messages.push(...thread.messages.map(outreachThreadMessageFromGmail))\n  }\n  let found = outreachInboundMessagesOf(messages, context)\n  if (!found.length && enrollment.email) {\n    const listed = await client.searchMessages(\n      { afterMs: enrollment.createdAtMs || 0, from: [enrollment.email] },\n      { maxResults: OWN_THREAD_MESSAGES_MAX },\n    )\n    const own: OutreachThreadMessage[] = []\n    for (const stub of listed.messages.slice(0, OWN_THREAD_MESSAGES_MAX)) {\n      own.push(outreachThreadMessageFromGmail(await client.getFullMessage(stub.id)))\n    }\n    found = outreachInboundMessagesOf(own, context)\n  }\n  return found\n}\n\n/** Keeps what the mailbox held on the enrollment; answers the enrollment as stored. */\nasync function keepInbound(\n  firestore: Firestore,\n  orgId: string,\n  enrollment: OutreachEnrollment,\n  found: readonly OutreachInboundMessage[],\n  nowMs: number,\n): Promise<OutreachEnrollment> {\n  const ref = outreachOrgCollection(firestore, orgId, 'enrollments').doc(enrollment.id)\n  return firestore.runTransaction(async (transaction) => {\n    const snapshot = await transaction.get(ref)\n    const current = readStoredOutreachEnrollment(enrollment.id, snapshot.exists ? snapshot.data() : undefined)\n    if (!current) return enrollment\n    const inboundMessages = mergeOutreachInboundMessages(current.inboundMessages, found)\n    transaction.update(ref, { inboundMessages, updatedAtMs: nowMs })\n    return { ...current, inboundMessages, updatedAtMs: nowMs }\n  })\n}\n\ntype InboundRead =\n  | { ok: true; enrollment: OutreachEnrollment; readMailbox: boolean }\n  | { ok: false; response: Response }\n\n/**\n * The enrollment with what the person wrote: as kept, or — when it says\n * they wrote back and keeps nothing — read from the mailbox and kept.\n */\nasync function withInbound(\n  deps: OutreachEnrollRouteDeps,\n  replyDeps: OutreachReplyDeps,\n  caller: OutreachRouteCaller,\n  loaded: Loaded,\n): Promise<InboundRead> {\n  const { enrollment, mailbox } = loaded\n  const unread =\n    !enrollment.inboundMessages?.length &&\n    outreachEnrollmentHasInbound(enrollment) &&\n    mailbox !== null &&\n    (mailbox.status === 'connected' || mailbox.status === 'paused') &&\n    mayUseMailbox(caller, mailbox)\n  if (!unread || !mailbox) return { ok: true, enrollment, readMailbox: false }\n  const firestore = deps.firestore()\n  const nowMs = deps.now()\n  const opened = await replyDeps.openMailbox(mailbox.id)\n  if (opened.ok === false) {\n    if (opened.reason === 'not-configured') return { ok: true, enrollment, readMailbox: false }\n    await markOutreachMailboxReconnectRequired(firestore, {\n      orgId: caller.orgId,\n      mailboxId: mailbox.id,\n      errorCode: opened.reason,\n      nowMs,\n    })\n    mailbox.status = 'reconnect_required'\n    return { ok: true, enrollment, readMailbox: false }\n  }\n  let found: OutreachInboundMessage[]\n  try {\n    found = await readMailboxInbound(opened.client, enrollment, mailbox)\n  } catch (error) {\n    if (isReconnectRequired(error)) {\n      await markOutreachMailboxReconnectRequired(firestore, {\n        orgId: caller.orgId,\n        mailboxId: mailbox.id,\n        errorCode: error instanceof GmailTransportError ? error.code : 'invalid_grant',\n        nowMs,\n      })\n      mailbox.status = 'reconnect_required'\n      return { ok: true, enrollment, readMailbox: false }\n    }\n    if (!(error instanceof GmailTransportError)) throw error\n    const answer = googleFailureAnswer(error, 'reply thread read')\n    return { ok: false, response: outreachRefusal(answer.status, answer.reason, answer.error) }\n  }\n  if (!found.length) return { ok: true, enrollment, readMailbox: true }\n  return { ok: true, enrollment: await keepInbound(firestore, caller.orgId, enrollment, found, nowMs), readMailbox: true }\n}\n\n/** Every gate an answer still passes — see `outreachManualReplyRefusal`. */\nasync function refusalFor(\n  firestore: Firestore,\n  caller: OutreachRouteCaller,\n  enrollment: OutreachEnrollment,\n  mailbox: OutreachMailbox | null,\n  to: string | null,\n): Promise<OutreachManualReplyRefusal | null> {\n  const recipients = [...new Set([enrollment.email, to].filter((address): address is string => Boolean(address)))]\n  const [addresses, domains] = await Promise.all([\n    lookupOutreachDoNotContact(firestore, caller.orgId, recipients),\n    lookupOutreachDoNotContactDomains(firestore, caller.orgId, recipients),\n  ])\n  const fold = (answers: Map<string, boolean | null>): boolean | null => {\n    const values = recipients.map((address) => answers.get(address) ?? null)\n    if (values.includes(true)) return true\n    return values.includes(null) ? null : false\n  }\n  return outreachManualReplyRefusal({\n    enrollment,\n    doNotContact: fold(addresses),\n    doNotContactDomain: fold(domains),\n    mailbox,\n    mayUseMailbox: mayUseMailbox(caller, mailbox),\n  })\n}\n\n/** Where an answer to the newest message would go, from what, under what subject. */\nfunction draftFor(enrollment: OutreachEnrollment, mailbox: OutreachMailbox | null): OutreachReplyDraft | null {\n  const answering = outreachMessageToAnswer(enrollment.inboundMessages)\n  if (!answering || !mailbox) return null\n  return {\n    answerId: answering.id,\n    to: answering.replyTo ?? answering.from,\n    subject: outreachReplySubject(answering, enrollment.threadSubject),\n    // A mailbox connected before Microsoft ones existed names no provider: it is Google's.\n    from: { address: outreachMailboxAddress(mailbox), name: mailbox.displayName || '', provider: mailbox.provider ?? 'google' },\n  }\n}\n\nconst REFUSAL_STATUS: Record<OutreachManualReplyRefusal['code'], number> = {\n  'opted-out': 409,\n  bounced: 409,\n  'do-not-contact': 409,\n  unchecked: 503,\n  'mailbox-unavailable': 409,\n  permission: 403,\n}\n\n/** `outreach/enrollments/thread` — see the module note. */\nexport function createOutreachEnrollmentThreadRoute(\n  deps: OutreachEnrollRouteDeps,\n  replyDeps: OutreachReplyDeps,\n): PluginWebApiHandler {\n  return async (request) => {\n    if (request.method !== 'POST') return outreachMethodNotAllowed('POST')\n    const body = await readOutreachJsonBody(request)\n    const caller = await outreachRouteGate(request, body['orgId'], deps.gate)\n    if (caller instanceof Response) return caller\n    const enrollmentId = readOutreachDocumentId(body['enrollmentId'])\n    if (!enrollmentId) return outreachRefusal(400, 'invalid-request', 'Name the enrollment.')\n    const firestore = deps.firestore()\n    const loaded = await loadEnrollment(firestore, caller.orgId, enrollmentId)\n    if (!loaded) return outreachRefusal(404, 'enrollment-not-found', 'That enrollment no longer exists.')\n    const read = await withInbound(deps, replyDeps, caller, loaded)\n    if (read.ok === false) return read.response\n    const { enrollment, readMailbox } = read\n    const draft = draftFor(enrollment, loaded.mailbox)\n    const refusal = draft ? await refusalFor(firestore, caller, enrollment, loaded.mailbox, draft.to) : null\n    return outreachOk({\n      ok: true,\n      enrollment,\n      inboundMessages: enrollment.inboundMessages ?? [],\n      draft,\n      refusal,\n      readMailbox,\n    } satisfies OutreachEnrollmentThreadResponse)\n  }\n}\n\n/** `outreach/enrollments/reply` — see the module note. */\nexport function createOutreachEnrollmentReplyRoute(\n  deps: OutreachEnrollRouteDeps,\n  replyDeps: OutreachReplyDeps,\n): PluginWebApiHandler {\n  return async (request) => {\n    if (request.method !== 'POST') return outreachMethodNotAllowed('POST')\n    const body = await readOutreachJsonBody(request)\n    const caller = await outreachRouteGate(request, body['orgId'], deps.gate)\n    if (caller instanceof Response) return caller\n    const enrollmentId = readOutreachDocumentId(body['enrollmentId'])\n    if (!enrollmentId) return outreachRefusal(400, 'invalid-request', 'Name the enrollment.')\n    const named = typeof body['replyKey'] === 'string' ? body['replyKey'].trim() : ''\n    if (named && !REPLY_KEY.test(named)) return outreachRefusal(400, 'invalid-request', 'That reply key is not one the composer mints.')\n    const replyKey = named || randomUUID()\n    const answerId = typeof body['answerId'] === 'string' ? body['answerId'].trim() : null\n\n    const firestore = deps.firestore()\n    const loaded = await loadEnrollment(firestore, caller.orgId, enrollmentId)\n    if (!loaded) return outreachRefusal(404, 'enrollment-not-found', 'That enrollment no longer exists.')\n    const read = await withInbound(deps, replyDeps, caller, loaded)\n    if (read.ok === false) return read.response\n    const { mailbox } = loaded\n    const answering = outreachMessageToAnswer(read.enrollment.inboundMessages, answerId)\n    if (!answering) {\n      return outreachRefusal(\n        409,\n        'nothing-to-answer',\n        answerId\n          ? 'That message of theirs is not one this enrollment kept.'\n          : 'Nothing they wrote could be read, so there is nothing to answer here yet.',\n      )\n    }\n    const composed = composeOutreachManualReply({\n      enrollment: read.enrollment,\n      answering,\n      body: body['body'],\n      timeZone: mailbox?.timezone,\n    })\n    if (composed.error || !composed.reply) {\n      return outreachRefusal(400, 'invalid-request', composed.error?.message ?? 'The answer could not be written.')\n    }\n    const reply = composed.reply\n    const refused = await refusalFor(firestore, caller, read.enrollment, mailbox, reply.to)\n    if (refused || !mailbox) {\n      const refusal = refused ?? { code: 'mailbox-unavailable' as const, message: 'The mailbox is no longer connected.' }\n      return outreachRefusal(\n        REFUSAL_STATUS[refusal.code],\n        refusal.code === 'permission' ? 'permission' : 'reply-refused',\n        refusal.message,\n      )\n    }\n    const limited = await replyDeps.consumeRateLimit(`outreach-manual-reply:${mailbox.id}`, {\n      limit: OUTREACH_MANUAL_REPLIES_PER_HOUR,\n      windowMs: 60 * 60_000,\n    })\n    if (!limited.allowed) {\n      return outreachRefusal(\n        429,\n        'rate-limited',\n        `A mailbox can send ${OUTREACH_MANUAL_REPLIES_PER_HOUR} answers an hour. Try again later.`,\n      )\n    }\n\n    const sender = { address: outreachMailboxAddress(mailbox), name: mailbox.displayName || null }\n    const domain = sender.address.slice(sender.address.lastIndexOf('@') + 1)\n    const messageId = `<${replyKey}@${domain}>`\n    const ref = outreachOrgCollection(firestore, caller.orgId, 'enrollments').doc(enrollmentId)\n\n    // Claimed before it is sent: a retry of this answer, or a second one in flight.\n    const claim = await firestore.runTransaction(async (transaction) => {\n      const snapshot = await transaction.get(ref)\n      const current = readStoredOutreachEnrollment(enrollmentId, snapshot.exists ? snapshot.data() : undefined)\n      if (!current) return { kind: 'gone' as const }\n      const sent = (current.stepRecords ?? []).find(\n        (record) => record.kind === 'manual_reply' && (record.replyKey === replyKey || record.messageId === messageId),\n      )\n      if (sent) return { kind: 'sent' as const, enrollment: current, record: sent }\n      const held = current.replyClaim\n      if (held && deps.now() - held.atMs < REPLY_CLAIM_STALE_MS) return { kind: 'busy' as const }\n      transaction.update(ref, { replyClaim: { messageId, byUid: caller.uid, atMs: deps.now() } })\n      return { kind: 'claimed' as const }\n    })\n    if (claim.kind === 'gone') return outreachRefusal(404, 'enrollment-not-found', 'That enrollment no longer exists.')\n    if (claim.kind === 'busy') {\n      return outreachRefusal(409, 'reply-in-flight', 'An answer to them is already being sent. Wait a moment and look again.')\n    }\n    if (claim.kind === 'sent') {\n      return outreachOk({\n        ok: true,\n        enrollment: claim.enrollment,\n        record: claim.record,\n        sentTo: claim.record.to ?? reply.to,\n        subject: claim.record.subject ?? reply.subject,\n        alreadySent: true,\n      } satisfies OutreachEnrollmentReplyResponse)\n    }\n    const release = () =>\n      ref.update({ replyClaim: null }).catch((error: unknown) => {\n        console.error('[outreach] an answer’s claim could not be handed back', error)\n      })\n\n    const nowMs = deps.now()\n    const opened = await replyDeps.openMailbox(mailbox.id)\n    if (opened.ok === false) {\n      await release()\n      if (opened.reason === 'not-configured') {\n        return outreachRefusal(503, 'mailbox-unavailable', 'Mailboxes are not set up on this deployment.')\n      }\n      await markOutreachMailboxReconnectRequired(firestore, {\n        orgId: caller.orgId,\n        mailboxId: mailbox.id,\n        errorCode: opened.reason,\n        nowMs,\n      })\n      return outreachRefusal(\n        409,\n        'mailbox-unavailable',\n        `${sender.address} needs to be connected again. Reconnect it on the Mailboxes page to answer from it.`,\n      )\n    }\n    let sent: Awaited<ReturnType<typeof sendOutreachReply>>\n    try {\n      sent = await sendOutreachReply(opened.client, reply, sender, {\n        messageIdLocalPart: replyKey,\n        messageIdDomain: domain,\n      })\n    } catch (error) {\n      await release()\n      if (error instanceof Rfc5322MessageError) {\n        return outreachRefusal(400, 'invalid-request', `The answer could not be written: ${error.message}`)\n      }\n      if (error instanceof GmailTransportError && error.reconnectRequired) {\n        await markOutreachMailboxReconnectRequired(firestore, {\n          orgId: caller.orgId,\n          mailboxId: mailbox.id,\n          errorCode: error.code,\n          nowMs,\n        })\n        return outreachRefusal(\n          409,\n          'mailbox-unavailable',\n          `The mail provider refused ${sender.address}’s access. Reconnect it on the Mailboxes page to answer from it.`,\n        )\n      }\n      const answer = googleFailureAnswer(error, 'manual reply send')\n      return outreachRefusal(answer.status, answer.reason, answer.error)\n    }\n\n    const atMs = deps.now()\n    const record: OutreachStepRecord = {\n      stepIndex: read.enrollment.stepIndex,\n      stepId: '',\n      kind: 'manual_reply',\n      atMs,\n      byUid: caller.uid,\n      from: sender.address,\n      to: reply.to,\n      body: reply.body,\n      replyKey,\n      gmailMessageId: sent.gmailMessageId,\n      gmailThreadId: sent.threadId,\n      messageId: sent.messageId,\n      subject: sent.subject,\n      ...(reply.inReplyTo ? { inReplyTo: reply.inReplyTo } : {}),\n    }\n    const enrollment = await firestore.runTransaction(async (transaction) => {\n      const snapshot = await transaction.get(ref)\n      const current = readStoredOutreachEnrollment(enrollmentId, snapshot.exists ? snapshot.data() : undefined)\n      if (!current) return null\n      const patch: Record<string, unknown> = {\n        stepRecords: [...(current.stepRecords ?? []), record].slice(-20),\n        replyClaim: null,\n        // The thread is watched for what they write next, and the\n        // enrollments table reads this as the last thing that happened.\n        lastSentAtMs: atMs,\n        updatedAtMs: atMs,\n      }\n      if (sent.threadId && !current.gmailThreadIds.includes(sent.threadId)) {\n        patch['gmailThreadIds'] = [...current.gmailThreadIds, sent.threadId]\n      }\n      // Into the current thread: a later step answers this answer.\n      if (sent.threadId && sent.threadId === current.gmailThreadId && !current.messageIds.includes(sent.messageId)) {\n        patch['messageIds'] = [...current.messageIds, sent.messageId]\n      }\n      transaction.update(ref, patch)\n      return { ...current, ...patch } as OutreachEnrollment\n    })\n    await countManualReply(firestore, caller.orgId, mailbox, atMs)\n    await fileOutreachEmail(deps, {\n      orgId: caller.orgId,\n      hostId: read.enrollment.hostId,\n      link: outreachEnrollmentLink(read.enrollment),\n      direction: 'outbound',\n      subject: sent.subject,\n      from: sender.address,\n      to: reply.to,\n      messageId: sent.messageId,\n      inReplyTo: reply.inReplyTo,\n      body: reply.body,\n      atMs,\n      byUid: caller.uid,\n      byName: mailbox.connectedByUid === caller.uid ? mailbox.displayName || null : null,\n    })\n    return outreachOk({\n      ok: true,\n      enrollment: enrollment ?? read.enrollment,\n      record,\n      sentTo: reply.to,\n      subject: sent.subject,\n      alreadySent: false,\n    } satisfies OutreachEnrollmentReplyResponse)\n  }\n}\n\n/**\n * One more answer on the mailbox's local day, in\n * `health.daily.<day>.manualReplies` beside the day's sends and never in\n * them. Bookkeeping beside the act: the answer has left, so a failure is\n * logged.\n */\nasync function countManualReply(\n  firestore: Firestore,\n  orgId: string,\n  mailbox: OutreachMailbox,\n  nowMs: number,\n): Promise<void> {\n  const ref = mailboxRef(firestore, orgId, mailbox.id)\n  try {\n    await firestore.runTransaction(async (transaction) => {\n      const snapshot = await transaction.get(ref)\n      const stored = readStoredOutreachMailbox(mailbox.id, snapshot.exists ? snapshot.data() : undefined)\n      if (!stored) return\n      const day = outreachLocalDay(nowMs, stored.timezone)\n      const counts = stored.health?.daily?.[day] ?? { sent: 0, bounces: 0, replies: 0 }\n      const manualReplies = Math.max(0, Number(counts.manualReplies) || 0) + 1\n      transaction.update(ref, { [`health.daily.${day}`]: { ...counts, manualReplies }, updatedAtMs: nowMs })\n    })\n  } catch (error) {\n    console.warn('[outreach] an answer could not be counted on its mailbox', error)\n  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package/src/lib/runtime/sync-job.js

@@ -21,6 +21,7 @@ import { readOutreachDeliveryReport } from "../engine/delivery-status.js";
 import { outreachEmailDomain } from "../engine/do-not-contact-domain.js";
 import { outreachStoppedEntry } from "../engine/enrollment-activity.js";
 import { isOutreachGatewayBlock, outreachGatewayBlockDetail } from "../engine/gateway-block.js";
+import { mergeOutreachInboundMessages, outreachInboundMessagesOf } from "../engine/manual-reply.js";
 import { effectiveOutreachWindow, postponeOutreachForAutoReply } from "../engine/schedule.js";
 import { decideOutreachThread } from "../engine/thread-classification.js";
 import { outreachHeader, outreachThreadMessageFromGmail } from "../engine/thread-message.js";
@@ -48,6 +49,9 @@ import { outreachUnsubscribeMailbox } from "./unsubscribe-link.js";
  * - a REPLY stops the enrollment, files the message on the contact's
  *   timeline (once per `Message-ID`, under the capture address's own id for
  *   it) and gives the rep the task "Reply from <name>";
+ * - every message the person wrote — a reply, an automatic answer, an
+ *   opt-out — is kept on the enrollment, its sender, time, threading ids
+ *   and trimmed text, for the console to show and answer (AGL-4020);
  * - an OUT-OF-OFFICE postpones the next step a working week from the reply;
  * - an OPT-OUT — a reply asking to be left alone, or a message to the
  *   `+unsubscribe` address the `mailto:` names — puts the address on the
@@ -402,6 +406,15 @@ async function syncMailbox(deps, firestore, input) {
     });
     const freshIds = decision.classifications.map((classification)=>classification.messageId).filter(Boolean);
     if (!freshIds.length) return;
+    // What they wrote, kept on the enrollment so the console can show it and
+    // answer it in the thread (AGL-4020) — every message of theirs among
+    // these, so a thread read whole also keeps a reply synced before they
+    // were kept.
+    const inbound = outreachInboundMessagesOf(messages, {
+        selfAddresses: context.selfAddresses,
+        unsubscribeAddress: context.unsubscribeAddress,
+        threadSubject: enrollment.threadSubject
+    });
     const decidedBy = decision.decidedBy;
     const decidingMessage = decidedBy ? (_messages_find = messages.find((message)=>message.id === decidedBy.messageId)) != null ? _messages_find : null : null;
     const lastSentMessageId = (_enrollment_messageIds_ = enrollment.messageIds[enrollment.messageIds.length - 1]) != null ? _enrollment_messageIds_ : null;
@@ -617,6 +630,7 @@ async function syncMailbox(deps, firestore, input) {
                     ...freshIds
                 ].slice(-ENROLLMENT_HANDLED_MAX)
             };
+            if (inbound.length) extra['inboundMessages'] = mergeOutreachInboundMessages(current.inboundMessages, inbound);
             const waiting = current.status === 'active' || current.status === 'paused';
             if (postponedTo !== null && waiting && current.nextDueAtMs !== null && postponedTo > current.nextDueAtMs) {
                 extra['nextDueAtMs'] = postponedTo;

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 { 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 { OutreachMailClient, OutreachMailSearch, OutreachMailStub } from '../transport/mail-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 { stampRecordEmailReply } from '@aglyn/aglyn/plugin-manager/plugin-record-email-state'\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 the provider rather than read in\n * full (`OutreachMailSearch`, AGL-3489):\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\n\n/** How far a quiet mailbox's window may lag before its document is moved anyway. */\nconst MAILBOX_SYNC_WINDOW_REFRESH_MS = 60 * 60_000\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: OutreachMailClient\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(client: OutreachMailClient, criteria: OutreachMailSearch): Promise<OutreachMailStub[]> {\n  const found: OutreachMailStub[] = []\n  let pageToken: string | null = null\n  for (let page = 0; page < SEARCH_PAGES; page += 1) {\n    const list = await client.searchMessages(criteria, { maxResults: 100, pageToken })\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  // 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: OutreachMailStub) => !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, { afterMs: sinceMs, notFromSelf: true })\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, { afterMs: sinceMs, from: ['mailer-daemon', '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, { afterMs: sinceMs, 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, { afterMs: sinceMs, from: chunk })) {\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  // The window is moved only when something was handled or an hour has\n  // passed: a quiet mailbox re-reading an hour's window is a few list calls,\n  // where rewriting every mailbox every run was a write per mailbox every\n  // fifteen minutes with nothing in it (AGL-3932). The handled ids keep a\n  // re-read from acting twice.\n  if (newlyHandled.length || nowMs - (mailbox.sync?.throughMs ?? 0) >= MAILBOX_SYNC_WINDOW_REFRESH_MS) {\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\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): the record\n      // system hears of the reply, and moves a lead nobody had worked to\n      // Working (AGL-3080). Never throws.\n      if (enrollment.target === 'lead' && enrollment.leadId && enrollment.email) {\n        await stampRecordEmailReply({\n          orgId: context.orgId,\n          hostId: enrollment.hostId,\n          emails: [enrollment.email],\n        })\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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+{"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 { mergeOutreachInboundMessages, outreachInboundMessagesOf } from '../engine/manual-reply'\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 { OutreachMailClient, OutreachMailSearch, OutreachMailStub } from '../transport/mail-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 { stampRecordEmailReply } from '@aglyn/aglyn/plugin-manager/plugin-record-email-state'\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 * - every message the person wrote — a reply, an automatic answer, an\n *   opt-out — is kept on the enrollment, its sender, time, threading ids\n *   and trimmed text, for the console to show and answer (AGL-4020);\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 the provider rather than read in\n * full (`OutreachMailSearch`, AGL-3489):\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\n\n/** How far a quiet mailbox's window may lag before its document is moved anyway. */\nconst MAILBOX_SYNC_WINDOW_REFRESH_MS = 60 * 60_000\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: OutreachMailClient\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(client: OutreachMailClient, criteria: OutreachMailSearch): Promise<OutreachMailStub[]> {\n  const found: OutreachMailStub[] = []\n  let pageToken: string | null = null\n  for (let page = 0; page < SEARCH_PAGES; page += 1) {\n    const list = await client.searchMessages(criteria, { maxResults: 100, pageToken })\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  // 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: OutreachMailStub) => !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, { afterMs: sinceMs, notFromSelf: true })\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, { afterMs: sinceMs, from: ['mailer-daemon', '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, { afterMs: sinceMs, 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, { afterMs: sinceMs, from: chunk })) {\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  // The window is moved only when something was handled or an hour has\n  // passed: a quiet mailbox re-reading an hour's window is a few list calls,\n  // where rewriting every mailbox every run was a write per mailbox every\n  // fifteen minutes with nothing in it (AGL-3932). The handled ids keep a\n  // re-read from acting twice.\n  if (newlyHandled.length || nowMs - (mailbox.sync?.throughMs ?? 0) >= MAILBOX_SYNC_WINDOW_REFRESH_MS) {\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\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  // What they wrote, kept on the enrollment so the console can show it and\n  // answer it in the thread (AGL-4020) — every message of theirs among\n  // these, so a thread read whole also keeps a reply synced before they\n  // were kept.\n  const inbound = outreachInboundMessagesOf(messages, {\n    selfAddresses: context.selfAddresses,\n    unsubscribeAddress: context.unsubscribeAddress,\n    threadSubject: enrollment.threadSubject,\n  })\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): the record\n      // system hears of the reply, and moves a lead nobody had worked to\n      // Working (AGL-3080). Never throws.\n      if (enrollment.target === 'lead' && enrollment.leadId && enrollment.email) {\n        await stampRecordEmailReply({\n          orgId: context.orgId,\n          hostId: enrollment.hostId,\n          emails: [enrollment.email],\n        })\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      if (inbound.length) extra['inboundMessages'] = mergeOutreachInboundMessages(current.inboundMessages, inbound)\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 ?? '',\n      reason: 'replied',\n    })\n    await fileOutreachNote(deps, {\n      orgId: context.orgId,\n      hostId: enrollment.hostId,\n      link: outreachEnrollmentLink(enrollment),\n      dedupeKey: entry.dedupeKey,\n      body: entry.body,\n      atMs: event.atMs,\n    })\n  }\n  // The run's own view of the enrollment moves with it, so a second message\n  // of it in this run is judged against what this one did.\n  if (outcome.enrollment) Object.assign(enrollment, 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package/src/lib/transport/send-message.d.ts

@@ -15,6 +15,7 @@
  * limitations under the License.
  */
 import type { ComposedOutreachEmail } from '../engine/compose';
+import type { OutreachManualReply } from '../engine/manual-reply';
 import type { OutreachMailClient } from './mail-client';
 import { type OutreachComposedMessage, type OutreachMailAddress } from './rfc5322';
 /** What one sent message is known by afterwards. */
@@ -57,6 +58,16 @@ export interface SendOutreachMessageOptions {
  * built by the same RFC 5322 writer and none can bypass its header checks.
  */
 export declare function sendOutreachMessage(client: Pick<OutreachMailClient, 'sendMessage'>, message: OutreachComposedMessage, options?: SendOutreachMessageOptions): Promise<OutreachSentMessage>;
+/**
+ * Sends a member's answer to a person who wrote back (AGL-4020), as the
+ * engine wrote it (`composeOutreachManualReply`): into the provider thread of
+ * the message it answers, with `In-Reply-To` that message's `Message-ID` and
+ * `References` the whole chain, so it threads in both mailboxes — by thread
+ * id in Gmail's, and by the headers in Exchange's and the person's. Plain
+ * text, and no `List-Unsubscribe`: it is a one-to-one answer, not a
+ * sequence's email.
+ */
+export declare function sendOutreachReply(client: Pick<OutreachMailClient, 'sendMessage'>, reply: Pick<OutreachManualReply, 'to' | 'subject' | 'text' | 'threadId' | 'inReplyTo' | 'references'>, sender: OutreachMailAddress, options?: Omit<SendOutreachMessageOptions, 'threadId'>): Promise<OutreachSentMessage>;
 /**
  * Sends the email the engine composed (`composeOutreachEmail`) from a
  * mailbox, as the sending runtime does for a sequence step.

package/src/lib/transport/send-message.js

@@ -39,6 +39,28 @@ import { buildRfc5322Message, encodeGmailRawMessage } from "./rfc5322.js";
         subject: built.subject
     };
 }
+/**
+ * Sends a member's answer to a person who wrote back (AGL-4020), as the
+ * engine wrote it (`composeOutreachManualReply`): into the provider thread of
+ * the message it answers, with `In-Reply-To` that message's `Message-ID` and
+ * `References` the whole chain, so it threads in both mailboxes — by thread
+ * id in Gmail's, and by the headers in Exchange's and the person's. Plain
+ * text, and no `List-Unsubscribe`: it is a one-to-one answer, not a
+ * sequence's email.
+ */ export function sendOutreachReply(client, reply, sender, options = {}) {
+    return sendOutreachMessage(client, {
+        from: sender,
+        to: reply.to,
+        subject: reply.subject,
+        text: reply.text,
+        headers: {
+            'In-Reply-To': reply.inReplyTo,
+            References: reply.references.length ? reply.references.join(' ') : null
+        }
+    }, _extends({}, options, {
+        threadId: reply.threadId
+    }));
+}
 /**
  * Sends the email the engine composed (`composeOutreachEmail`) from a
  * mailbox, as the sending runtime does for a sequence step.

package/src/lib/transport/send-message.js.map

@@ -1 +1 @@
-{"version":3,"sources":["../../../../../../../libs/plugins/outreach/src/lib/transport/send-message.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 type { ComposedOutreachEmail } from '../engine/compose'\nimport type { OutreachMailClient } from './mail-client'\nimport { listUnsubscribeHeaders } from '@aglyn/shared-util-email/list-unsubscribe'\nimport {\n  buildRfc5322Message,\n  encodeGmailRawMessage,\n  type OutreachComposedMessage,\n  type OutreachMailAddress,\n} from './rfc5322'\n\n/** What one sent message is known by afterwards. */\nexport interface OutreachSentMessage {\n  /** The provider's id for the message in the sender's mailbox. */\n  gmailMessageId: string\n  /**\n   * The provider's thread — Gmail's thread id, Graph's conversation id —\n   * which the next step of the sequence replies into.\n   */\n  threadId: string\n  /**\n   * The RFC 5322 `Message-ID` it went out under, for `In-Reply-To` and\n   * `References`: the one it was written with, unless the provider says it\n   * sent it under another.\n   */\n  messageId: string\n  /**\n   * The subject as sent — the thread's own subject when this message started\n   * the thread, which a later step answers with `Re:`.\n   */\n  subject: string\n}\n\nexport interface SendOutreachMessageOptions {\n  /** The provider thread to send into; a new thread when absent. */\n  threadId?: string | null\n  /** The `Date` header. Now when omitted. */\n  date?: Date\n  /** The Message-ID's domain. The From address's domain when omitted. */\n  messageIdDomain?: string\n  /**\n   * The Message-ID's local part, minted by the caller so it knows the id\n   * before the send answers (AGL-2981). A random one when omitted.\n   */\n  messageIdLocalPart?: string\n}\n\n/**\n * Builds a composed message and sends it through a mailbox's client\n * (AGL-2978). The one door a send goes through, so every Outreach message is\n * built by the same RFC 5322 writer and none can bypass its header checks.\n */\nexport async function sendOutreachMessage(\n  client: Pick<OutreachMailClient, 'sendMessage'>,\n  message: OutreachComposedMessage,\n  options: SendOutreachMessageOptions = {},\n): Promise<OutreachSentMessage> {\n  const built = buildRfc5322Message(message, {\n    date: options.date,\n    messageIdDomain: options.messageIdDomain,\n    messageIdLocalPart: options.messageIdLocalPart,\n  })\n  const sent = await client.sendMessage({\n    raw: encodeGmailRawMessage(built.raw),\n    threadId: options.threadId ?? null,\n  })\n  const reported = String(sent.internetMessageId ?? '').trim()\n  return {\n    gmailMessageId: sent.id,\n    threadId: sent.threadId,\n    messageId: reported || built.messageId,\n    subject: built.subject,\n  }\n}\n\n/**\n * Sends the email the engine composed (`composeOutreachEmail`) from a\n * mailbox, as the sending runtime does for a sequence step.\n *\n * The engine decides what is said and how it threads; this adds what the\n * engine leaves to the transport — the From line, from the mailbox's send-as\n * address and display name, and the MIME — and maps the rest onto headers:\n *\n * - a reply step goes into the engine's `threadId`, with its `In-Reply-To`\n *   and `References`;\n * - the unsubscribe URL and mailto become one `List-Unsubscribe`, and the\n *   URL adds `List-Unsubscribe-Post: List-Unsubscribe=One-Click` (RFC 8058).\n *\n * Answers the provider's thread id, the `Message-ID` and the subject as sent,\n * which the runtime records on the enrollment for the next step to answer.\n */\nexport function sendComposedOutreachEmail(\n  client: Pick<OutreachMailClient, 'sendMessage'>,\n  email: ComposedOutreachEmail,\n  sender: OutreachMailAddress,\n  options: Omit<SendOutreachMessageOptions, 'threadId'> = {},\n): Promise<OutreachSentMessage> {\n  // The pair campaigns write too (AGL-3307): both URIs in one\n  // `List-Unsubscribe`, and the one-click `Post` only beside the URL.\n  const unsubscribe = listUnsubscribeHeaders({\n    url: email.listUnsubscribeUrl,\n    mailto: email.listUnsubscribeMailto,\n  })\n  return sendOutreachMessage(\n    client,\n    {\n      from: sender,\n      to: email.to,\n      subject: email.subject,\n      text: email.text,\n      html: email.html ?? null,\n      headers: {\n        'In-Reply-To': email.inReplyTo,\n        References: email.references,\n        'List-Unsubscribe': unsubscribe['List-Unsubscribe'] ?? null,\n        'List-Unsubscribe-Post': unsubscribe['List-Unsubscribe-Post'] ?? null,\n      },\n    },\n    { ...options, threadId: email.threadId ?? null },\n  )\n}\n"],"names":["listUnsubscribeHeaders","buildRfc5322Message","encodeGmailRawMessage","sendOutreachMessage","client","message","options","sent","built","date","messageIdDomain","messageIdLocalPart","sendMessage","raw","threadId","reported","String","internetMessageId","trim","gmailMessageId","id","messageId","subject","sendComposedOutreachEmail","email","sender","unsubscribe","url","listUnsubscribeUrl","mailto","listUnsubscribeMailto","from","to","text","html","headers","inReplyTo","References","references"],"mappings":"AAAA;;;;;;;;;;;;;;;CAeC;AAID,SAASA,sBAAsB,QAAQ,4CAA2C;AAClF,SACEC,mBAAmB,EACnBC,qBAAqB,QAGhB,eAAW;AAsClB;;;;CAIC,GACD,OAAO,eAAeC,oBACpBC,MAA+C,EAC/CC,OAAgC,EAChCC,UAAsC,CAAC,CAAC;QAS5BA,mBAEYC;IATxB,MAAMC,QAAQP,oBAAoBI,SAAS;QACzCI,MAAMH,QAAQG,IAAI;QAClBC,iBAAiBJ,QAAQI,eAAe;QACxCC,oBAAoBL,QAAQK,kBAAkB;IAChD;IACA,MAAMJ,OAAO,MAAMH,OAAOQ,WAAW,CAAC;QACpCC,KAAKX,sBAAsBM,MAAMK,GAAG;QACpCC,QAAQ,GAAER,oBAAAA,QAAQQ,QAAQ,YAAhBR,oBAAoB;IAChC;IACA,MAAMS,WAAWC,QAAOT,0BAAAA,KAAKU,iBAAiB,YAAtBV,0BAA0B,IAAIW,IAAI;IAC1D,OAAO;QACLC,gBAAgBZ,KAAKa,EAAE;QACvBN,UAAUP,KAAKO,QAAQ;QACvBO,WAAWN,YAAYP,MAAMa,SAAS;QACtCC,SAASd,MAAMc,OAAO;IACxB;AACF;AAEA;;;;;;;;;;;;;;;CAeC,GACD,OAAO,SAASC,0BACdnB,MAA+C,EAC/CoB,KAA4B,EAC5BC,MAA2B,EAC3BnB,UAAwD,CAAC,CAAC;QAehDkB,aAIgBE,8BACKA,kCAGLF;IArB1B,4DAA4D;IAC5D,oEAAoE;IACpE,MAAME,cAAc1B,uBAAuB;QACzC2B,KAAKH,MAAMI,kBAAkB;QAC7BC,QAAQL,MAAMM,qBAAqB;IACrC;IACA,OAAO3B,oBACLC,QACA;QACE2B,MAAMN;QACNO,IAAIR,MAAMQ,EAAE;QACZV,SAASE,MAAMF,OAAO;QACtBW,MAAMT,MAAMS,IAAI;QAChBC,IAAI,GAAEV,cAAAA,MAAMU,IAAI,YAAVV,cAAc;QACpBW,SAAS;YACP,eAAeX,MAAMY,SAAS;YAC9BC,YAAYb,MAAMc,UAAU;YAC5B,kBAAkB,GAAEZ,+BAAAA,WAAW,CAAC,mBAAmB,YAA/BA,+BAAmC;YACvD,uBAAuB,GAAEA,mCAAAA,WAAW,CAAC,wBAAwB,YAApCA,mCAAwC;QACnE;IACF,GACA,aAAKpB;QAASQ,QAAQ,GAAEU,kBAAAA,MAAMV,QAAQ,YAAdU,kBAAkB;;AAE9C"}
+{"version":3,"sources":["../../../../../../../libs/plugins/outreach/src/lib/transport/send-message.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 type { ComposedOutreachEmail } from '../engine/compose'\nimport type { OutreachManualReply } from '../engine/manual-reply'\nimport type { OutreachMailClient } from './mail-client'\nimport { listUnsubscribeHeaders } from '@aglyn/shared-util-email/list-unsubscribe'\nimport {\n  buildRfc5322Message,\n  encodeGmailRawMessage,\n  type OutreachComposedMessage,\n  type OutreachMailAddress,\n} from './rfc5322'\n\n/** What one sent message is known by afterwards. */\nexport interface OutreachSentMessage {\n  /** The provider's id for the message in the sender's mailbox. */\n  gmailMessageId: string\n  /**\n   * The provider's thread — Gmail's thread id, Graph's conversation id —\n   * which the next step of the sequence replies into.\n   */\n  threadId: string\n  /**\n   * The RFC 5322 `Message-ID` it went out under, for `In-Reply-To` and\n   * `References`: the one it was written with, unless the provider says it\n   * sent it under another.\n   */\n  messageId: string\n  /**\n   * The subject as sent — the thread's own subject when this message started\n   * the thread, which a later step answers with `Re:`.\n   */\n  subject: string\n}\n\nexport interface SendOutreachMessageOptions {\n  /** The provider thread to send into; a new thread when absent. */\n  threadId?: string | null\n  /** The `Date` header. Now when omitted. */\n  date?: Date\n  /** The Message-ID's domain. The From address's domain when omitted. */\n  messageIdDomain?: string\n  /**\n   * The Message-ID's local part, minted by the caller so it knows the id\n   * before the send answers (AGL-2981). A random one when omitted.\n   */\n  messageIdLocalPart?: string\n}\n\n/**\n * Builds a composed message and sends it through a mailbox's client\n * (AGL-2978). The one door a send goes through, so every Outreach message is\n * built by the same RFC 5322 writer and none can bypass its header checks.\n */\nexport async function sendOutreachMessage(\n  client: Pick<OutreachMailClient, 'sendMessage'>,\n  message: OutreachComposedMessage,\n  options: SendOutreachMessageOptions = {},\n): Promise<OutreachSentMessage> {\n  const built = buildRfc5322Message(message, {\n    date: options.date,\n    messageIdDomain: options.messageIdDomain,\n    messageIdLocalPart: options.messageIdLocalPart,\n  })\n  const sent = await client.sendMessage({\n    raw: encodeGmailRawMessage(built.raw),\n    threadId: options.threadId ?? null,\n  })\n  const reported = String(sent.internetMessageId ?? '').trim()\n  return {\n    gmailMessageId: sent.id,\n    threadId: sent.threadId,\n    messageId: reported || built.messageId,\n    subject: built.subject,\n  }\n}\n\n/**\n * Sends a member's answer to a person who wrote back (AGL-4020), as the\n * engine wrote it (`composeOutreachManualReply`): into the provider thread of\n * the message it answers, with `In-Reply-To` that message's `Message-ID` and\n * `References` the whole chain, so it threads in both mailboxes — by thread\n * id in Gmail's, and by the headers in Exchange's and the person's. Plain\n * text, and no `List-Unsubscribe`: it is a one-to-one answer, not a\n * sequence's email.\n */\nexport function sendOutreachReply(\n  client: Pick<OutreachMailClient, 'sendMessage'>,\n  reply: Pick<OutreachManualReply, 'to' | 'subject' | 'text' | 'threadId' | 'inReplyTo' | 'references'>,\n  sender: OutreachMailAddress,\n  options: Omit<SendOutreachMessageOptions, 'threadId'> = {},\n): Promise<OutreachSentMessage> {\n  return sendOutreachMessage(\n    client,\n    {\n      from: sender,\n      to: reply.to,\n      subject: reply.subject,\n      text: reply.text,\n      headers: {\n        'In-Reply-To': reply.inReplyTo,\n        References: reply.references.length ? reply.references.join(' ') : null,\n      },\n    },\n    { ...options, threadId: reply.threadId },\n  )\n}\n\n/**\n * Sends the email the engine composed (`composeOutreachEmail`) from a\n * mailbox, as the sending runtime does for a sequence step.\n *\n * The engine decides what is said and how it threads; this adds what the\n * engine leaves to the transport — the From line, from the mailbox's send-as\n * address and display name, and the MIME — and maps the rest onto headers:\n *\n * - a reply step goes into the engine's `threadId`, with its `In-Reply-To`\n *   and `References`;\n * - the unsubscribe URL and mailto become one `List-Unsubscribe`, and the\n *   URL adds `List-Unsubscribe-Post: List-Unsubscribe=One-Click` (RFC 8058).\n *\n * Answers the provider's thread id, the `Message-ID` and the subject as sent,\n * which the runtime records on the enrollment for the next step to answer.\n */\nexport function sendComposedOutreachEmail(\n  client: Pick<OutreachMailClient, 'sendMessage'>,\n  email: ComposedOutreachEmail,\n  sender: OutreachMailAddress,\n  options: Omit<SendOutreachMessageOptions, 'threadId'> = {},\n): Promise<OutreachSentMessage> {\n  // The pair campaigns write too (AGL-3307): both URIs in one\n  // `List-Unsubscribe`, and the one-click `Post` only beside the URL.\n  const unsubscribe = listUnsubscribeHeaders({\n    url: email.listUnsubscribeUrl,\n    mailto: email.listUnsubscribeMailto,\n  })\n  return sendOutreachMessage(\n    client,\n    {\n      from: sender,\n      to: email.to,\n      subject: email.subject,\n      text: email.text,\n      html: email.html ?? null,\n      headers: {\n        'In-Reply-To': email.inReplyTo,\n        References: email.references,\n        'List-Unsubscribe': unsubscribe['List-Unsubscribe'] ?? null,\n        'List-Unsubscribe-Post': unsubscribe['List-Unsubscribe-Post'] ?? null,\n      },\n    },\n    { ...options, threadId: email.threadId ?? null },\n  )\n}\n"],"names":["listUnsubscribeHeaders","buildRfc5322Message","encodeGmailRawMessage","sendOutreachMessage","client","message","options","sent","built","date","messageIdDomain","messageIdLocalPart","sendMessage","raw","threadId","reported","String","internetMessageId","trim","gmailMessageId","id","messageId","subject","sendOutreachReply","reply","sender","from","to","text","headers","inReplyTo","References","references","length","join","sendComposedOutreachEmail","email","unsubscribe","url","listUnsubscribeUrl","mailto","listUnsubscribeMailto","html"],"mappings":"AAAA;;;;;;;;;;;;;;;CAeC;AAKD,SAASA,sBAAsB,QAAQ,4CAA2C;AAClF,SACEC,mBAAmB,EACnBC,qBAAqB,QAGhB,eAAW;AAsClB;;;;CAIC,GACD,OAAO,eAAeC,oBACpBC,MAA+C,EAC/CC,OAAgC,EAChCC,UAAsC,CAAC,CAAC;QAS5BA,mBAEYC;IATxB,MAAMC,QAAQP,oBAAoBI,SAAS;QACzCI,MAAMH,QAAQG,IAAI;QAClBC,iBAAiBJ,QAAQI,eAAe;QACxCC,oBAAoBL,QAAQK,kBAAkB;IAChD;IACA,MAAMJ,OAAO,MAAMH,OAAOQ,WAAW,CAAC;QACpCC,KAAKX,sBAAsBM,MAAMK,GAAG;QACpCC,QAAQ,GAAER,oBAAAA,QAAQQ,QAAQ,YAAhBR,oBAAoB;IAChC;IACA,MAAMS,WAAWC,QAAOT,0BAAAA,KAAKU,iBAAiB,YAAtBV,0BAA0B,IAAIW,IAAI;IAC1D,OAAO;QACLC,gBAAgBZ,KAAKa,EAAE;QACvBN,UAAUP,KAAKO,QAAQ;QACvBO,WAAWN,YAAYP,MAAMa,SAAS;QACtCC,SAASd,MAAMc,OAAO;IACxB;AACF;AAEA;;;;;;;;CAQC,GACD,OAAO,SAASC,kBACdnB,MAA+C,EAC/CoB,KAAqG,EACrGC,MAA2B,EAC3BnB,UAAwD,CAAC,CAAC;IAE1D,OAAOH,oBACLC,QACA;QACEsB,MAAMD;QACNE,IAAIH,MAAMG,EAAE;QACZL,SAASE,MAAMF,OAAO;QACtBM,MAAMJ,MAAMI,IAAI;QAChBC,SAAS;YACP,eAAeL,MAAMM,SAAS;YAC9BC,YAAYP,MAAMQ,UAAU,CAACC,MAAM,GAAGT,MAAMQ,UAAU,CAACE,IAAI,CAAC,OAAO;QACrE;IACF,GACA,aAAK5B;QAASQ,UAAUU,MAAMV,QAAQ;;AAE1C;AAEA;;;;;;;;;;;;;;;CAeC,GACD,OAAO,SAASqB,0BACd/B,MAA+C,EAC/CgC,KAA4B,EAC5BX,MAA2B,EAC3BnB,UAAwD,CAAC,CAAC;QAehD8B,aAIgBC,8BACKA,kCAGLD;IArB1B,4DAA4D;IAC5D,oEAAoE;IACpE,MAAMC,cAAcrC,uBAAuB;QACzCsC,KAAKF,MAAMG,kBAAkB;QAC7BC,QAAQJ,MAAMK,qBAAqB;IACrC;IACA,OAAOtC,oBACLC,QACA;QACEsB,MAAMD;QACNE,IAAIS,MAAMT,EAAE;QACZL,SAASc,MAAMd,OAAO;QACtBM,MAAMQ,MAAMR,IAAI;QAChBc,IAAI,GAAEN,cAAAA,MAAMM,IAAI,YAAVN,cAAc;QACpBP,SAAS;YACP,eAAeO,MAAMN,SAAS;YAC9BC,YAAYK,MAAMJ,UAAU;YAC5B,kBAAkB,GAAEK,+BAAAA,WAAW,CAAC,mBAAmB,YAA/BA,+BAAmC;YACvD,uBAAuB,GAAEA,mCAAAA,WAAW,CAAC,wBAAwB,YAApCA,mCAAwC;QACnE;IACF,GACA,aAAK/B;QAASQ,QAAQ,GAAEsB,kBAAAA,MAAMtB,QAAQ,YAAdsB,kBAAkB;;AAE9C"}