diff --git a/src/app/api/insights/chat/[id]/route.ts b/src/app/api/insights/chat/[id]/route.ts
new file mode 100644
index 000000000..7cfada40d
--- /dev/null
+++ b/src/app/api/insights/chat/[id]/route.ts
@@ -0,0 +1,65 @@
+/**
+ * GET  /api/insights/chat/[id] — fetch one conversation with all
+ *                                 messages decrypted on the fly.
+ * DELETE /api/insights/chat/[id] — hard-delete the conversation +
+ *                                  every message under it.
+ *
+ * Ownership: both verbs verify the conversation belongs to the
+ * authenticated user. A foreign id maps to 404 (NOT 403) so the
+ * existence channel never leaks across accounts.
+ */
+import type { NextRequest } from "next/server";
+
+import { apiHandler, requireAuth } from "@/lib/api-handler";
+import { apiSuccess, apiError } from "@/lib/api-response";
+import { annotate } from "@/lib/logging/context";
+
+import {
+  deleteConversation,
+  fetchConversationWithMessages,
+} from "@/lib/ai/coach/persistence";
+
+interface RouteCtx {
+  params: Promise<{ id: string }>;
+}
+
+export const GET = apiHandler(async (_request: NextRequest, ctx: RouteCtx) => {
+  const auth = await requireAuth();
+  const { id } = await ctx.params;
+  if (!id) return apiError("coach.conversation.notFound", 404);
+
+  const detail = await fetchConversationWithMessages(auth.user.id, id);
+  if (!detail) {
+    return apiError("coach.conversation.notFound", 404);
+  }
+
+  annotate({
+    action: { name: "insights.coach.fetch" },
+    meta: { conversationId: id, messageCount: detail.messageCount },
+  });
+
+  return apiSuccess(detail);
+});
+
+export const DELETE = apiHandler(
+  async (_request: NextRequest, ctx: RouteCtx) => {
+    const auth = await requireAuth();
+    const { id } = await ctx.params;
+    if (!id) return apiError("coach.conversation.notFound", 404);
+
+    const ok = await deleteConversation(auth.user.id, id);
+    if (!ok) {
+      return apiError("coach.conversation.notFound", 404);
+    }
+
+    annotate({
+      action: { name: "insights.coach.delete" },
+      meta: { conversationId: id },
+    });
+
+    return apiSuccess({ deleted: true });
+  },
+);
+
+export const dynamic = "force-dynamic";
+export const runtime = "nodejs";
diff --git a/src/app/api/insights/chat/route.ts b/src/app/api/insights/chat/route.ts
index 162e6f91a..4ad75c609 100644
--- a/src/app/api/insights/chat/route.ts
+++ b/src/app/api/insights/chat/route.ts
@@ -29,6 +29,7 @@
 import { NextResponse, type NextRequest } from "next/server";
 
 import { apiHandler, requireAuth, HttpError } from "@/lib/api-handler";
+import { apiSuccess } from "@/lib/api-response";
 import { withIdempotency } from "@/lib/idempotency";
 import { annotate } from "@/lib/logging/context";
 import { prisma } from "@/lib/db";
@@ -50,6 +51,7 @@ import {
   appendMessage,
   createConversation,
   fetchConversationWithMessages,
+  listConversations,
 } from "@/lib/ai/coach/persistence";
 import {
   buildDateKey,
@@ -449,6 +451,35 @@ const handler = apiHandler(async (request: NextRequest) => {
 
 export const POST = handler;
 
+/**
+ * GET /api/insights/chat?cursor=<id>&limit=<n>
+ *
+ * Cursor-paginated list of the caller's conversations for the rail.
+ * Default limit 20, hard cap 50. Cursor is the id of the last item
+ * on the previous page; callers receive `{ nextCursor: null }` when
+ * they have reached the end.
+ */
+export const GET = apiHandler(async (request: NextRequest) => {
+  const auth = await requireAuth();
+  const url = new URL(request.url);
+  const cursor = url.searchParams.get("cursor");
+  const limitRaw = url.searchParams.get("limit");
+  const limit = limitRaw ? Number.parseInt(limitRaw, 10) : undefined;
+
+  const page = await listConversations({
+    userId: auth.user.id,
+    cursor,
+    limit: Number.isFinite(limit) ? (limit as number) : undefined,
+  });
+
+  annotate({
+    action: { name: "insights.coach.list" },
+    meta: { count: page.conversations.length },
+  });
+
+  return apiSuccess(page);
+});
+
 // Disable the static-page optimisation; we are always streaming.
 export const dynamic = "force-dynamic";
 export const runtime = "nodejs";
diff --git a/tests/integration/coach-conversations.test.ts b/tests/integration/coach-conversations.test.ts
new file mode 100644
index 000000000..7ca67f8c5
--- /dev/null
+++ b/tests/integration/coach-conversations.test.ts
@@ -0,0 +1,256 @@
+/**
+ * Integration coverage for the v1.4.20 Coach conversation endpoints.
+ *
+ *   GET    /api/insights/chat            — list (cursor-paginated)
+ *   GET    /api/insights/chat/[id]       — fetch one + messages
+ *   DELETE /api/insights/chat/[id]       — hard-delete the thread
+ *
+ * Ownership boundaries: a foreign user's id maps to 404 (NOT 403) so
+ * the existence channel never leaks. Decryption round-trips on read.
+ */
+import { afterEach, beforeEach, describe, expect, it, vi } from "vitest";
+
+process.env.ENCRYPTION_KEY ??=
+  "0123456789abcdef0123456789abcdef0123456789abcdef0123456789abcdef";
+
+import { cookieJar, headerJar } from "./mock-next-headers";
+import { getPrismaClient, truncateAllTables } from "./setup";
+
+vi.mock("next/headers", async () => {
+  const { cookieJar, headerJar } = await import("./mock-next-headers");
+  return {
+    headers: vi.fn(async () => ({
+      get: (name: string) => headerJar.get(name.toLowerCase()) ?? null,
+    })),
+    cookies: vi.fn(async () => ({
+      get: (name: string) => {
+        const value = cookieJar.get(name);
+        return value ? { name, value } : undefined;
+      },
+      set: (name: string, value: string) => {
+        cookieJar.set(name, value);
+      },
+      delete: (name: string) => {
+        cookieJar.delete(name);
+      },
+    })),
+  };
+});
+
+vi.mock("@/lib/db-compat", () => ({
+  ensureDbCompatibility: vi.fn().mockResolvedValue(undefined),
+}));
+
+beforeEach(async () => {
+  await truncateAllTables(getPrismaClient());
+  cookieJar.clear();
+  headerJar.clear();
+});
+
+afterEach(() => {
+  vi.restoreAllMocks();
+});
+
+async function seedUserWithSession(username = "coach-list-user"): Promise<{
+  userId: string;
+}> {
+  const prisma = getPrismaClient();
+  const user = await prisma.user.create({
+    data: { username, role: "USER" },
+  });
+  const session = await prisma.session.create({
+    data: { userId: user.id, expiresAt: new Date(Date.now() + 60_000) },
+  });
+  cookieJar.set("healthlog_session", session.id);
+  return { userId: user.id };
+}
+
+interface Envelope<T> {
+  data: T | null;
+  error?: string | null;
+}
+
+describe("GET /api/insights/chat — list integration", () => {
+  it("returns the user's conversations newest-first", async () => {
+    const { userId } = await seedUserWithSession();
+    const { appendMessage, createConversation } =
+      await import("@/lib/ai/coach/persistence");
+    const a = await createConversation({ userId, title: "first thread" });
+    await appendMessage({
+      conversationId: a.id,
+      role: "user",
+      content: "first turn",
+    });
+    const b = await createConversation({ userId, title: "second thread" });
+    await appendMessage({
+      conversationId: b.id,
+      role: "user",
+      content: "second turn",
+    });
+
+    const { GET } = await import("@/app/api/insights/chat/route");
+    const res = await (GET as unknown as (req: Request) => Promise<Response>)(
+      new Request("http://localhost/api/insights/chat"),
+    );
+    expect(res.status).toBe(200);
+    const env = (await res.json()) as Envelope<{
+      conversations: Array<{ id: string; messageCount: number }>;
+      nextCursor: string | null;
+    }>;
+    expect(env.data?.conversations.length).toBe(2);
+    // most recently updated first
+    expect(env.data?.conversations[0].id).toBe(b.id);
+    expect(env.data?.conversations[0].messageCount).toBe(1);
+    expect(env.data?.nextCursor).toBeNull();
+  });
+
+  it("only returns conversations owned by the caller", async () => {
+    const prisma = getPrismaClient();
+    const foreign = await prisma.user.create({
+      data: { username: "foreign", role: "USER" },
+    });
+    await prisma.coachConversation.create({
+      data: { userId: foreign.id, title: "not yours" },
+    });
+    const { userId } = await seedUserWithSession();
+    const { createConversation } = await import("@/lib/ai/coach/persistence");
+    await createConversation({ userId, title: "yours" });
+
+    const { GET } = await import("@/app/api/insights/chat/route");
+    const res = await (GET as unknown as (req: Request) => Promise<Response>)(
+      new Request("http://localhost/api/insights/chat"),
+    );
+    const env = (await res.json()) as Envelope<{
+      conversations: Array<{ title: string }>;
+    }>;
+    expect(env.data?.conversations.map((c) => c.title)).toEqual(["yours"]);
+  });
+});
+
+describe("GET /api/insights/chat/[id] — fetch single", () => {
+  it("decrypts every message body on read", async () => {
+    const { userId } = await seedUserWithSession();
+    const { appendMessage, createConversation } =
+      await import("@/lib/ai/coach/persistence");
+    const convo = await createConversation({ userId, title: "encrypted test" });
+    await appendMessage({
+      conversationId: convo.id,
+      role: "user",
+      content: "this is the user message",
+    });
+    await appendMessage({
+      conversationId: convo.id,
+      role: "assistant",
+      content: "this is the assistant reply",
+      metricSource: { windows: ["last30days"], metrics: ["bp"] },
+      providerType: "openai",
+      promptVersion: "4.20.0",
+    });
+
+    const { GET } = await import("@/app/api/insights/chat/[id]/route");
+    const res = await (
+      GET as unknown as (
+        req: Request,
+        ctx: { params: Promise<{ id: string }> },
+      ) => Promise<Response>
+    )(new Request(`http://localhost/api/insights/chat/${convo.id}`), {
+      params: Promise.resolve({ id: convo.id }),
+    });
+    expect(res.status).toBe(200);
+    const env = (await res.json()) as Envelope<{
+      messages: Array<{
+        role: string;
+        content: string;
+        providerType: string | null;
+      }>;
+    }>;
+    expect(env.data?.messages.length).toBe(2);
+    expect(env.data?.messages[0].content).toBe("this is the user message");
+    expect(env.data?.messages[1].content).toBe("this is the assistant reply");
+    expect(env.data?.messages[1].providerType).toBe("openai");
+  });
+
+  it("returns 404 (not 403) when fetching another user's conversation", async () => {
+    const prisma = getPrismaClient();
+    const foreign = await prisma.user.create({
+      data: { username: "foreign-fetch", role: "USER" },
+    });
+    const foreignConvo = await prisma.coachConversation.create({
+      data: { userId: foreign.id, title: "secret" },
+    });
+    await seedUserWithSession();
+
+    const { GET } = await import("@/app/api/insights/chat/[id]/route");
+    const res = await (
+      GET as unknown as (
+        req: Request,
+        ctx: { params: Promise<{ id: string }> },
+      ) => Promise<Response>
+    )(new Request(`http://localhost/api/insights/chat/${foreignConvo.id}`), {
+      params: Promise.resolve({ id: foreignConvo.id }),
+    });
+    expect(res.status).toBe(404);
+  });
+});
+
+describe("DELETE /api/insights/chat/[id]", () => {
+  it("removes the conversation and cascades messages", async () => {
+    const { userId } = await seedUserWithSession();
+    const { appendMessage, createConversation } =
+      await import("@/lib/ai/coach/persistence");
+    const convo = await createConversation({ userId, title: "to delete" });
+    await appendMessage({
+      conversationId: convo.id,
+      role: "user",
+      content: "ephemeral",
+    });
+
+    const { DELETE } = await import("@/app/api/insights/chat/[id]/route");
+    const res = await (
+      DELETE as unknown as (
+        req: Request,
+        ctx: { params: Promise<{ id: string }> },
+      ) => Promise<Response>
+    )(
+      new Request(`http://localhost/api/insights/chat/${convo.id}`, {
+        method: "DELETE",
+      }),
+      { params: Promise.resolve({ id: convo.id }) },
+    );
+    expect(res.status).toBe(200);
+
+    const prisma = getPrismaClient();
+    expect(await prisma.coachConversation.count()).toBe(0);
+    expect(await prisma.coachMessage.count()).toBe(0);
+  });
+
+  it("returns 404 when deleting another user's conversation", async () => {
+    const prisma = getPrismaClient();
+    const foreign = await prisma.user.create({
+      data: { username: "foreign-delete", role: "USER" },
+    });
+    const foreignConvo = await prisma.coachConversation.create({
+      data: { userId: foreign.id, title: "secret" },
+    });
+    await seedUserWithSession();
+
+    const { DELETE } = await import("@/app/api/insights/chat/[id]/route");
+    const res = await (
+      DELETE as unknown as (
+        req: Request,
+        ctx: { params: Promise<{ id: string }> },
+      ) => Promise<Response>
+    )(
+      new Request(`http://localhost/api/insights/chat/${foreignConvo.id}`, {
+        method: "DELETE",
+      }),
+      { params: Promise.resolve({ id: foreignConvo.id }) },
+    );
+    expect(res.status).toBe(404);
+
+    // Foreign conversation still on disk
+    expect(
+      await prisma.coachConversation.count({ where: { userId: foreign.id } }),
+    ).toBe(1);
+  });
+});