diff --git a/src/bot/events/transferInteractions.ts b/src/bot/events/transferInteractions.ts
new file mode 100644
index 0000000..d770181
--- /dev/null
+++ b/src/bot/events/transferInteractions.ts
@@ -0,0 +1,220 @@
+import {
+  type ButtonInteraction,
+  LabelBuilder,
+  MessageFlags,
+  ModalBuilder,
+  type ModalSubmitInteraction,
+  TextInputBuilder,
+  TextInputStyle,
+} from "discord.js";
+import type { Payload } from "payload";
+import { findUserByDiscordId } from "@/bot/lib/resolve";
+import {
+  decisionOutcomeEmbed,
+  findLeaderSide,
+  relId,
+  transferDecisionRow,
+  appealRow,
+  type DecisionOutcome,
+} from "@/bot/lib/transferMessaging";
+import { appealTransfer, recordTransferDecision, type TransferSide } from "@/lib/transfers";
+
+type TransferInteraction = ButtonInteraction | ModalSubmitInteraction;
+type TransferAction = "approve" | "reject" | "appeal";
+
+type ParsedTransferInteraction = {
+  readonly requestId: number;
+  readonly action: TransferAction;
+};
+
+const REJECTION_REASON_ID = "rejectionReason";
+
+const parseTransferInteraction = (customId: string): ParsedTransferInteraction | null => {
+  const [prefix, rawId, action, extra] = customId.split(":");
+  const requestId = Number(rawId);
+  if (
+    prefix !== "ptf-xfer" ||
+    extra !== undefined ||
+    !Number.isInteger(requestId) ||
+    (action !== "approve" && action !== "reject" && action !== "appeal")
+  ) {
+    return null;
+  }
+  return { requestId, action };
+};
+
+const replyEphemeral = (interaction: TransferInteraction, content: string): Promise<unknown> =>
+  interaction.reply({ content, flags: MessageFlags.Ephemeral });
+
+const currentLeaderSide = async (
+  payload: Payload,
+  requestId: number,
+  actorUserId: number,
+): Promise<TransferSide | string> => {
+  const request = await payload.findByID({
+    collection: "assignment-transfers",
+    id: requestId,
+    depth: 0,
+    overrideAccess: true,
+  });
+  const [fromAssignment, toAssignment] = await Promise.all([
+    payload.findByID({
+      collection: "assignments",
+      id: relId(request.fromAssignment),
+      depth: 0,
+      overrideAccess: true,
+    }),
+    payload.findByID({
+      collection: "assignments",
+      id: relId(request.toAssignment),
+      depth: 0,
+      overrideAccess: true,
+    }),
+  ]);
+  const check = findLeaderSide(
+    request,
+    fromAssignment.leader == null ? null : relId(fromAssignment.leader),
+    toAssignment.leader == null ? null : relId(toAssignment.leader),
+    actorUserId,
+  );
+  if (check.outcome === "authorized") return check.side;
+  if (check.outcome === "not_pending") return "This transfer request is already resolved.";
+  if (check.outcome === "already_decided") {
+    return "You have already recorded your decision on this transfer request.";
+  }
+  return "You are no longer the current leader for a pending side of this transfer request.";
+};
+
+type OutcomeEdit = {
+  readonly interaction: TransferInteraction;
+  readonly requestId: number;
+  readonly outcome: DecisionOutcome;
+  readonly status: string;
+  readonly reason?: string;
+};
+
+const editOutcome = async ({
+  interaction,
+  requestId,
+  outcome,
+  status,
+  reason,
+}: OutcomeEdit): Promise<void> => {
+  if (!interaction.message) return;
+  const row =
+    outcome === "appealed"
+      ? appealRow(requestId, true)
+      : transferDecisionRow(requestId, true);
+  await interaction.message.edit({
+    embeds: [decisionOutcomeEmbed(outcome, status, reason)],
+    components: [row],
+  });
+};
+
+const showRejectModal = async (interaction: ButtonInteraction, requestId: number): Promise<void> => {
+  const reason = new TextInputBuilder()
+    .setCustomId(REJECTION_REASON_ID)
+    .setStyle(TextInputStyle.Paragraph)
+    .setRequired(true)
+    .setMaxLength(1000);
+  const modal = new ModalBuilder()
+    .setCustomId(`ptf-xfer:${requestId}:reject`)
+    .setTitle("Reject assignment transfer")
+    .addLabelComponents(
+      new LabelBuilder().setLabel("Reason for rejection").setTextInputComponent(reason),
+    );
+  await interaction.showModal(modal);
+};
+
+export const handleTransferInteraction = async (
+  interaction: TransferInteraction,
+  payload: Payload,
+): Promise<void> => {
+  const parsed = parseTransferInteraction(interaction.customId);
+  if (parsed === null) {
+    await replyEphemeral(interaction, "This transfer action is invalid or expired.");
+    return;
+  }
+
+  try {
+    const user = await findUserByDiscordId(payload, interaction.user.id);
+    if (user === null) {
+      await replyEphemeral(interaction, "Run /signup or /link before responding to transfers.");
+      return;
+    }
+
+    if (parsed.action === "appeal") {
+      const updated = await appealTransfer(payload, {
+        requestId: parsed.requestId,
+        actorUserId: user.id,
+      });
+      await editOutcome({
+        interaction,
+        requestId: parsed.requestId,
+        outcome: "appealed",
+        status: updated.status,
+      });
+      await replyEphemeral(interaction, "Your appeal was submitted for a superuser decision.");
+      return;
+    }
+
+    const side = await currentLeaderSide(payload, parsed.requestId, user.id);
+    if (side !== "from" && side !== "to") {
+      await replyEphemeral(interaction, side);
+      return;
+    }
+    if (parsed.action === "reject" && interaction.isButton()) {
+      await showRejectModal(interaction, parsed.requestId);
+      return;
+    }
+    if (parsed.action === "reject" && interaction.isModalSubmit()) {
+      const reason = interaction.fields.getTextInputValue(REJECTION_REASON_ID).trim();
+      if (reason.length === 0) {
+        await replyEphemeral(interaction, "A rejection reason is required.");
+        return;
+      }
+      const updated = await recordTransferDecision(payload, {
+        requestId: parsed.requestId,
+        side,
+        decision: "rejected",
+        reason,
+        actorUserId: user.id,
+      });
+      await editOutcome({
+        interaction,
+        requestId: parsed.requestId,
+        outcome: "rejected",
+        status: updated.status,
+        reason,
+      });
+      await replyEphemeral(interaction, "Your rejection was recorded.");
+      return;
+    }
+    if (parsed.action === "approve") {
+      const updated = await recordTransferDecision(payload, {
+        requestId: parsed.requestId,
+        side,
+        decision: "approved",
+        actorUserId: user.id,
+      });
+      await editOutcome({
+        interaction,
+        requestId: parsed.requestId,
+        outcome: "approved",
+        status: updated.status,
+      });
+      await replyEphemeral(interaction, "Your approval was recorded.");
+      return;
+    }
+
+    await replyEphemeral(interaction, "This transfer action is invalid or expired.");
+  } catch (error) {
+    const message = error instanceof Error ? error.message : "Unknown error";
+    payload.logger.error(
+      `[Bot] Transfer interaction failed for request #${parsed.requestId}: ${message}`,
+    );
+    if (!interaction.replied && !interaction.deferred) {
+      await replyEphemeral(interaction, message);
+    }
+  }
+};
diff --git a/src/bot/index.ts b/src/bot/index.ts
index aef7cf8..02d1d3c 100644
--- a/src/bot/index.ts
+++ b/src/bot/index.ts
@@ -5,6 +5,7 @@ import { botConfig } from "./config";
 import { commands } from "./commands";
 import { services } from "./services";
 import { handleButtonInteraction } from "./events/interactionCreate";
+import { handleTransferInteraction } from "./events/transferInteractions";
 
 // Usage: `bun run bot`. Standalone long-running process; connects to Discord
 // and shares the Postgres database with the web app via the Payload config.
@@ -72,6 +73,13 @@ const main = async () => {
       await handleButtonInteraction(interaction, payload);
       return;
     }
+    if (
+      (interaction.isButton() || interaction.isModalSubmit()) &&
+      interaction.customId.startsWith("ptf-xfer:")
+    ) {
+      await handleTransferInteraction(interaction, payload);
+      return;
+    }
     if (!interaction.isChatInputCommand()) {
       return;
     }
diff --git a/src/bot/lib/transferMessaging.ts b/src/bot/lib/transferMessaging.ts
new file mode 100644
index 0000000..10af699
--- /dev/null
+++ b/src/bot/lib/transferMessaging.ts
@@ -0,0 +1,223 @@
+import { ActionRowBuilder, ButtonBuilder, ButtonStyle, EmbedBuilder } from "discord.js";
+import type { AssignmentTransfer, User } from "@/payload-types";
+import type { TransferSide } from "@/lib/transfers";
+
+/**
+ * Pure delivery-ledger, authorization pre-check, and rendering helpers for the
+ * assignment-transfer Discord workflow. No Payload/client imports and no
+ * botConfig import (it throws at import time when Discord credentials are
+ * absent) — the polling service (services/transferRequests.ts) and the
+ * interaction handler (events/transferInteractions.ts) build on these, and
+ * tests/int/transfer-bot-delivery.int.spec.ts exercises them without a
+ * database or Discord connection. `appUrl` is always passed in by callers.
+ */
+
+// ---------------------------------------------------------------------------
+// Delivery ledger — persisted in AssignmentTransfer.discordDeliveredKeys
+// ---------------------------------------------------------------------------
+
+/** One key per DM type; key membership makes every send idempotent across bot restarts. */
+export const TRANSFER_DELIVERY_KEYS = {
+  requestFrom: "request:from",
+  requestTo: "request:to",
+  rejectedRequester: "rejected:requester",
+  escalated: "escalated",
+  completed: "completed",
+  cancelled: "cancelled",
+  resolved: "resolved",
+} as const;
+
+export type TransferDeliveryKey = (typeof TRANSFER_DELIVERY_KEYS)[keyof typeof TRANSFER_DELIVERY_KEYS];
+
+export const deliveryKeyForSide = (side: TransferSide): TransferDeliveryKey =>
+  side === "from" ? TRANSFER_DELIVERY_KEYS.requestFrom : TRANSFER_DELIVERY_KEYS.requestTo;
+
+/** Narrow the JSON `discordDeliveredKeys` field to a safe string[]. */
+export const deliveredKeys = (doc: AssignmentTransfer): string[] => {
+  const raw = doc.discordDeliveredKeys;
+  return Array.isArray(raw) ? raw.filter((key): key is string => typeof key === "string") : [];
+};
+
+/** Coerce a Payload relationship value (numeric id or resolved doc) to its numeric id. */
+export const relId = (value: number | { id: number }): number =>
+  typeof value === "number" ? value : value.id;
+
+const notifiedToId = (value: number | User | null | undefined): number | null =>
+  typeof value === "number" ? value : (value?.id ?? null);
+
+/**
+ * Leader-request DM idempotency contract: a side's request DM is due unless its
+ * key was already delivered AND the user it was delivered to is still the
+ * current leader of that side. A leadership change after a send makes it due
+ * again (fresh DM to the new leader; the old DM's buttons fail authorization
+ * with an ephemeral reply).
+ */
+export const isLeaderDeliveryDue = (
+  doc: AssignmentTransfer,
+  side: TransferSide,
+  currentLeaderId: number,
+): boolean => {
+  if (!deliveredKeys(doc).includes(deliveryKeyForSide(side))) return true;
+  const notifiedTo = side === "from" ? doc.sourceNotifiedToUserId : doc.destinationNotifiedToUserId;
+  return notifiedToId(notifiedTo) !== currentLeaderId;
+};
+
+// ---------------------------------------------------------------------------
+// Interaction authorization pre-check
+// ---------------------------------------------------------------------------
+
+export type LeaderSideCheck =
+  | { outcome: "authorized"; side: TransferSide }
+  | { outcome: "not_pending" }
+  | { outcome: "already_decided" }
+  | { outcome: "not_leader" };
+
+/**
+ * Which side (if any) of a pending transfer the actor currently leads and can
+ * still decide on. The customId `ptf-xfer:{id}:{action}` carries no side, so
+ * the interaction handler re-fetches the current leaders of both assignments
+ * and uses this to pick the `side` argument for the lib's
+ * recordTransferDecision — which re-checks authorization server-side as the
+ * source of truth. This pre-check exists to give stale/non-leader clicks a
+ * precise ephemeral reply and to avoid showing the reject modal to someone who
+ * cannot use it.
+ */
+export const findLeaderSide = (
+  doc: AssignmentTransfer,
+  fromLeaderId: number | null,
+  toLeaderId: number | null,
+  actorUserId: number,
+): LeaderSideCheck => {
+  if (doc.status !== "pending") return { outcome: "not_pending" };
+  const sides = [
+    { side: "from" as const, leaderId: fromLeaderId, decision: doc.fromLeaderDecision },
+    { side: "to" as const, leaderId: toLeaderId, decision: doc.toLeaderDecision },
+  ];
+  for (const side of sides) {
+    if (side.leaderId === actorUserId && side.decision === "pending") {
+      return { outcome: "authorized", side: side.side };
+    }
+  }
+  if (sides.some((side) => side.leaderId === actorUserId)) {
+    return { outcome: "already_decided" };
+  }
+  return { outcome: "not_leader" };
+};
+
+// ---------------------------------------------------------------------------
+// Rendering
+// ---------------------------------------------------------------------------
+
+export const TRANSFER_EMBED_COLORS = {
+  info: 0x3b82f6,
+  rejected: 0xef4444,
+  completed: 0x22c55e,
+  escalated: 0xf59e0b,
+  closed: 0x6b7280,
+} as const;
+
+export interface TransferContext {
+  requestId: number;
+  requesterLabel: string;
+  fromName: string;
+  toName: string;
+  note?: string | null;
+  appUrl: string;
+}
+
+const transfersLink = (appUrl: string): string => `${appUrl}/transfers`;
+
+const requestLines = (ctx: TransferContext): string[] => [
+  `**Requester:** ${ctx.requesterLabel}`,
+  `**From:** ${ctx.fromName}`,
+  `**To:** ${ctx.toName}`,
+  ...(ctx.note?.trim() ? [`**Note:** ${ctx.note.trim()}`] : []),
+];
+
+/** DM embed for a pending request, sent to each required side's current leader. */
+export const requestEmbed = (ctx: TransferContext): EmbedBuilder =>
+  new EmbedBuilder()
+    .setTitle(`Transfer request #${ctx.requestId} needs your approval`)
+    .setDescription(requestLines(ctx).join("\n"))
+    .setColor(TRANSFER_EMBED_COLORS.info)
+    .addFields({ name: "Decide on the web", value: transfersLink(ctx.appUrl) });
+
+/** DM embed for a rejected request, sent to the requester (with an Appeal button). */
+export const rejectedRequesterEmbed = (ctx: TransferContext, reason: string): EmbedBuilder =>
+  new EmbedBuilder()
+    .setTitle(`Transfer request #${ctx.requestId} rejected`)
+    .setDescription([...requestLines(ctx), `**Reason:** ${reason}`].join("\n"))
+    .setColor(TRANSFER_EMBED_COLORS.rejected)
+    .addFields({ name: "Appeal or view details", value: transfersLink(ctx.appUrl) });
+
+/** Plain informational DM embed (no buttons) for escalated/terminal outcomes. */
+export const informationalEmbed = (
+  title: string,
+  description: string,
+  appUrl: string,
+  color: number = TRANSFER_EMBED_COLORS.info,
+): EmbedBuilder =>
+  new EmbedBuilder()
+    .setTitle(title)
+    .setDescription(description)
+    .setColor(color)
+    .addFields({ name: "Open on the web", value: transfersLink(appUrl) });
+
+export type DecisionOutcome = "approved" | "rejected" | "appealed";
+
+/**
+ * Replacement embed edited into a DM after its button was used, so the message
+ * reflects the outcome instead of still soliciting a decision.
+ */
+export const decisionOutcomeEmbed = (
+  outcome: DecisionOutcome,
+  status: string,
+  reason?: string,
+): EmbedBuilder => {
+  const summary: Record<DecisionOutcome, string> = {
+    approved: "You approved this transfer request.",
+    rejected: `You rejected this transfer request.${reason ? ` Reason: "${reason}"` : ""}`,
+    appealed: "You appealed this rejection. A superuser will make the final call.",
+  };
+  const color =
+    outcome === "approved"
+      ? TRANSFER_EMBED_COLORS.completed
+      : outcome === "rejected"
+        ? TRANSFER_EMBED_COLORS.rejected
+        : TRANSFER_EMBED_COLORS.escalated;
+  return new EmbedBuilder()
+    .setTitle("Decision recorded")
+    .setDescription(`${summary[outcome]}\n**Current status:** ${status}`)
+    .setColor(color);
+};
+
+// ---------------------------------------------------------------------------
+// Buttons — customId contract `ptf-xfer:{requestId}:{action}`, routed on the
+// "ptf-xfer:" prefix in src/bot/index.ts
+// ---------------------------------------------------------------------------
+
+export const transferDecisionRow = (
+  requestId: number,
+  disabled = false,
+): ActionRowBuilder<ButtonBuilder> =>
+  new ActionRowBuilder<ButtonBuilder>().addComponents(
+    new ButtonBuilder()
+      .setCustomId(`ptf-xfer:${requestId}:approve`)
+      .setStyle(ButtonStyle.Success)
+      .setLabel("Approve")
+      .setDisabled(disabled),
+    new ButtonBuilder()
+      .setCustomId(`ptf-xfer:${requestId}:reject`)
+      .setStyle(ButtonStyle.Danger)
+      .setLabel("Reject")
+      .setDisabled(disabled),
+  );
+
+export const appealRow = (requestId: number, disabled = false): ActionRowBuilder<ButtonBuilder> =>
+  new ActionRowBuilder<ButtonBuilder>().addComponents(
+    new ButtonBuilder()
+      .setCustomId(`ptf-xfer:${requestId}:appeal`)
+      .setStyle(ButtonStyle.Secondary)
+      .setLabel("Appeal")
+      .setDisabled(disabled),
+  );
diff --git a/src/bot/services/index.ts b/src/bot/services/index.ts
index 3c006c8..a444b5b 100644
--- a/src/bot/services/index.ts
+++ b/src/bot/services/index.ts
@@ -2,7 +2,12 @@ import type { Client } from "discord.js";
 import type { Payload } from "payload";
 import { start as startMissionEmbeds } from "./missionEmbeds";
 import { start as startNotificationBridge } from "./notificationBridge";
+import { start as startTransferRequests } from "./transferRequests";
 
 export type ServiceStarter = (client: Client, payload: Payload) => Promise<void> | void;
 
-export const services: ServiceStarter[] = [startMissionEmbeds, startNotificationBridge];
+export const services: ServiceStarter[] = [
+  startMissionEmbeds,
+  startNotificationBridge,
+  startTransferRequests,
+];
diff --git a/src/bot/services/notificationBridge.ts b/src/bot/services/notificationBridge.ts
index 57f5b24..a846f87 100644
--- a/src/bot/services/notificationBridge.ts
+++ b/src/bot/services/notificationBridge.ts
@@ -2,11 +2,16 @@ import { type Client, EmbedBuilder } from "discord.js";
 import type { Payload } from "payload";
 import type { User, UserNotification } from "@/payload-types";
 import { botConfig } from "@/bot/config";
+import { TRANSFER_NOTIFICATION_TYPES } from "@/lib/transfers/notificationTypes";
 
 const MAX_SENDS_PER_TICK = 5;
 const SEND_DELAY_MS = 300;
 const EMBED_COLOR = 0x3b82f6;
 
+// Transfer notifications are delivered by the dedicated transfer bot service
+// (Phase 2), not this generic bridge. Exclude exactly these types.
+const NON_BRIDGED_TYPES = new Set<string>(Object.values(TRANSFER_NOTIFICATION_TYPES));
+
 let cursor: number | null = null;
 
 const sleep = (ms: number): Promise<void> => new Promise((resolve) => setTimeout(resolve, ms));
@@ -54,6 +59,7 @@ const poll = async (client: Client, payload: Payload): Promise<void> => {
       processed++;
       cursor = notification.id;
       if (sent >= MAX_SENDS_PER_TICK) break;
+      if (notification.type && NON_BRIDGED_TYPES.has(notification.type)) continue;
 
       try {
         const owner = (await payload.findByID({
diff --git a/src/bot/services/transferDelivery.ts b/src/bot/services/transferDelivery.ts
new file mode 100644
index 0000000..c0e2798
--- /dev/null
+++ b/src/bot/services/transferDelivery.ts
@@ -0,0 +1,181 @@
+import type { Client } from "discord.js";
+import type { Payload } from "payload";
+import { botConfig } from "@/bot/config";
+import {
+  appealRow,
+  deliveredKeys,
+  deliveryKeyForSide,
+  informationalEmbed,
+  isLeaderDeliveryDue,
+  rejectedRequesterEmbed,
+  relId,
+  requestEmbed,
+  transferDecisionRow,
+  TRANSFER_DELIVERY_KEYS,
+  type TransferContext,
+  type TransferDeliveryKey,
+} from "@/bot/lib/transferMessaging";
+import type { Assignment, AssignmentTransfer, User } from "@/payload-types";
+import type { TransferSide } from "@/lib/transfers";
+
+const userLabel = (user: User): string => user.displayName || user.username;
+
+const eligibleForDm = (user: User): user is User & { discordId: string } =>
+  typeof user.discordId === "string" &&
+  user.discordId.length > 0 &&
+  user.preferences?.discord?.enabled === true;
+
+const appendKey = (doc: AssignmentTransfer, key: TransferDeliveryKey): string[] => [
+  ...new Set([...deliveredKeys(doc), key]),
+];
+
+const fetchUser = (payload: Payload, id: number): Promise<User> =>
+  payload.findByID({ collection: "users", id, depth: 0, overrideAccess: true });
+
+const fetchAssignment = (payload: Payload, id: number): Promise<Assignment> =>
+  payload.findByID({ collection: "assignments", id, depth: 0, overrideAccess: true });
+
+const contextFor = async (
+  payload: Payload,
+  doc: AssignmentTransfer,
+): Promise<TransferContext> => {
+  const [requester, fromAssignment, toAssignment] = await Promise.all([
+    fetchUser(payload, relId(doc.requester)),
+    fetchAssignment(payload, relId(doc.fromAssignment)),
+    fetchAssignment(payload, relId(doc.toAssignment)),
+  ]);
+  return {
+    requestId: doc.id,
+    requesterLabel: userLabel(requester),
+    fromName: fromAssignment.name,
+    toName: toAssignment.name,
+    note: doc.requestNote,
+    appUrl: botConfig.appUrl,
+  };
+};
+
+type LeaderDelivery = {
+  readonly client: Client;
+  readonly payload: Payload;
+  readonly doc: AssignmentTransfer;
+  readonly side: TransferSide;
+};
+
+export const deliverLeaderRequest = async ({
+  client,
+  payload,
+  doc,
+  side,
+}: LeaderDelivery): Promise<void> => {
+  const decision = side === "from" ? doc.fromLeaderDecision : doc.toLeaderDecision;
+  if (decision !== "pending") return;
+
+  const assignmentId = relId(side === "from" ? doc.fromAssignment : doc.toAssignment);
+  const assignment = await fetchAssignment(payload, assignmentId);
+  const leaderId = assignment.leader == null ? null : relId(assignment.leader);
+  if (leaderId === null || !isLeaderDeliveryDue(doc, side, leaderId)) return;
+
+  const leader = await fetchUser(payload, leaderId);
+  if (!eligibleForDm(leader)) return;
+
+  const target = await client.users.fetch(leader.discordId);
+  const message = await target.send({
+    embeds: [requestEmbed(await contextFor(payload, doc))],
+    components: [transferDecisionRow(doc.id)],
+  });
+  const key = deliveryKeyForSide(side);
+  await payload.update({
+    collection: "assignment-transfers",
+    id: doc.id,
+    data:
+      side === "from"
+        ? {
+            sourceNotifiedToUserId: leaderId,
+            discordFromLeaderMessageId: message.id,
+            discordDeliveredKeys: appendKey(doc, key),
+          }
+        : {
+            destinationNotifiedToUserId: leaderId,
+            discordToLeaderMessageId: message.id,
+            discordDeliveredKeys: appendKey(doc, key),
+          },
+    overrideAccess: true,
+  });
+};
+
+type RequesterDelivery = Omit<LeaderDelivery, "side">;
+
+export const deliverRequesterRejection = async ({
+  client,
+  payload,
+  doc,
+}: RequesterDelivery): Promise<void> => {
+  const key = TRANSFER_DELIVERY_KEYS.rejectedRequester;
+  if (doc.status !== "rejected" || deliveredKeys(doc).includes(key)) return;
+
+  const requester = await fetchUser(payload, relId(doc.requester));
+  if (!eligibleForDm(requester)) return;
+
+  const target = await client.users.fetch(requester.discordId);
+  const message = await target.send({
+    embeds: [
+      rejectedRequesterEmbed(
+        await contextFor(payload, doc),
+        doc.rejectionReason ?? "No reason was provided.",
+      ),
+    ],
+    components: [appealRow(doc.id)],
+  });
+  await payload.update({
+    collection: "assignment-transfers",
+    id: doc.id,
+    data: {
+      discordRequesterMessageId: message.id,
+      discordDeliveredKeys: appendKey(doc, key),
+    },
+    overrideAccess: true,
+  });
+};
+
+export const fixedParticipantIds = (doc: AssignmentTransfer): number[] =>
+  [doc.requester, doc.fromLeaderSnapshot, doc.toLeaderSnapshot]
+    .flatMap((relation) => (relation == null ? [] : [relId(relation)]))
+    .filter((id, index, ids) => ids.indexOf(id) === index);
+
+type InformationDelivery = RequesterDelivery & {
+  readonly key: TransferDeliveryKey;
+  readonly title: string;
+  readonly description: string;
+  readonly recipientIds: readonly number[];
+  readonly color: number;
+};
+
+export const deliverInformation = async ({
+  client,
+  payload,
+  doc,
+  key,
+  title,
+  description,
+  recipientIds,
+  color,
+}: InformationDelivery): Promise<void> => {
+  if (deliveredKeys(doc).includes(key)) return;
+
+  let sent = false;
+  for (const recipientId of recipientIds) {
+    const recipient = await fetchUser(payload, recipientId);
+    if (!eligibleForDm(recipient)) continue;
+    const target = await client.users.fetch(recipient.discordId);
+    await target.send({ embeds: [informationalEmbed(title, description, botConfig.appUrl, color)] });
+    sent = true;
+  }
+  if (!sent) return;
+
+  await payload.update({
+    collection: "assignment-transfers",
+    id: doc.id,
+    data: { discordDeliveredKeys: appendKey(doc, key) },
+    overrideAccess: true,
+  });
+};
diff --git a/src/bot/services/transferRequests.ts b/src/bot/services/transferRequests.ts
new file mode 100644
index 0000000..574e30b
--- /dev/null
+++ b/src/bot/services/transferRequests.ts
@@ -0,0 +1,134 @@
+import type { Client } from "discord.js";
+import type { Payload } from "payload";
+import { botConfig } from "@/bot/config";
+import {
+  TRANSFER_DELIVERY_KEYS,
+  TRANSFER_EMBED_COLORS,
+} from "@/bot/lib/transferMessaging";
+import {
+  deliverInformation,
+  deliverLeaderRequest,
+  deliverRequesterRejection,
+  fixedParticipantIds,
+} from "./transferDelivery";
+import type { AssignmentTransfer } from "@/payload-types";
+import hasRoles from "@/utils/access-control/hasRoles";
+
+let pollRunning = false;
+
+const errorMessage = (error: unknown): string =>
+  error instanceof Error ? error.message : "Unknown error";
+
+const processTransfer = async (
+  client: Client,
+  payload: Payload,
+  doc: AssignmentTransfer,
+): Promise<void> => {
+  if (doc.status === "pending") {
+    await deliverLeaderRequest({ client, payload, doc, side: "from" });
+    const fresh = await payload.findByID({
+      collection: "assignment-transfers",
+      id: doc.id,
+      depth: 0,
+      overrideAccess: true,
+    });
+    await deliverLeaderRequest({ client, payload, doc: fresh, side: "to" });
+    return;
+  }
+  if (doc.status === "rejected") {
+    await deliverRequesterRejection({ client, payload, doc });
+    return;
+  }
+  if (doc.status === "awaiting_superuser") {
+    const admins = await payload.find({
+      collection: "users",
+      limit: 200,
+      depth: 0,
+      overrideAccess: true,
+    });
+    await deliverInformation({
+      client,
+      payload,
+      doc,
+      key: TRANSFER_DELIVERY_KEYS.escalated,
+      title: `Transfer request #${doc.id} needs a final call`,
+      description: "This request is awaiting an admin or developer decision on the web.",
+      recipientIds: admins.docs
+        .filter((user) => hasRoles(["admin", "developer"], user))
+        .map((user) => user.id),
+      color: TRANSFER_EMBED_COLORS.escalated,
+    });
+    return;
+  }
+
+  const participants = fixedParticipantIds(doc);
+  if (doc.status === "completed") {
+    await deliverInformation({
+      client,
+      payload,
+      doc,
+      key: TRANSFER_DELIVERY_KEYS.completed,
+      title: `Transfer request #${doc.id} completed`,
+      description: "The assignment transfer is complete.",
+      recipientIds: participants,
+      color: TRANSFER_EMBED_COLORS.completed,
+    });
+  } else if (doc.status === "cancelled") {
+    await deliverInformation({
+      client,
+      payload,
+      doc,
+      key: TRANSFER_DELIVERY_KEYS.cancelled,
+      title: `Transfer request #${doc.id} cancelled`,
+      description: "The requester cancelled this assignment transfer.",
+      recipientIds: participants,
+      color: TRANSFER_EMBED_COLORS.closed,
+    });
+  } else if (doc.status === "denied") {
+    await deliverInformation({
+      client,
+      payload,
+      doc,
+      key: TRANSFER_DELIVERY_KEYS.resolved,
+      title: `Transfer request #${doc.id} denied`,
+      description: "A superuser denied this assignment transfer.",
+      recipientIds: participants,
+      color: TRANSFER_EMBED_COLORS.rejected,
+    });
+  }
+};
+
+export const pollTransferRequests = async (client: Client, payload: Payload): Promise<void> => {
+  if (pollRunning) return;
+  pollRunning = true;
+  try {
+    const transfers = await payload.find({
+      collection: "assignment-transfers",
+      sort: "id",
+      limit: 200,
+      depth: 0,
+      overrideAccess: true,
+    });
+    for (const transfer of transfers.docs) {
+      try {
+        await processTransfer(client, payload, transfer);
+      } catch (error) {
+        payload.logger.error(
+          `[Bot] Transfer delivery failed for request #${transfer.id}: ${errorMessage(error)}`,
+        );
+      }
+    }
+  } catch (error) {
+    payload.logger.error(`[Bot] Transfer request poll failed: ${errorMessage(error)}`);
+  } finally {
+    pollRunning = false;
+  }
+};
+
+export const start = (client: Client, payload: Payload): void => {
+  payload.logger.info("[Bot] Assignment transfer service started");
+  void pollTransferRequests(client, payload);
+  setInterval(() => {
+    void pollTransferRequests(client, payload);
+  }, botConfig.notificationPollMs);
+};