diff --git a/src/telegram/bot/delivery.resolve-media-retry.test.ts b/src/telegram/bot/delivery.resolve-media-retry.test.ts
new file mode 100644
index 00000000000..79ab06bdc44
--- /dev/null
+++ b/src/telegram/bot/delivery.resolve-media-retry.test.ts
@@ -0,0 +1,137 @@
+import type { Message } from "@grammyjs/types";
+import { afterEach, beforeEach, describe, expect, it, vi } from "vitest";
+import type { TelegramContext } from "./types.js";
+
+const saveMediaBuffer = vi.fn();
+const fetchRemoteMedia = vi.fn();
+
+vi.mock("../../media/store.js", () => ({
+  saveMediaBuffer: (...args: unknown[]) => saveMediaBuffer(...args),
+}));
+
+vi.mock("../../media/fetch.js", () => ({
+  fetchRemoteMedia: (...args: unknown[]) => fetchRemoteMedia(...args),
+}));
+
+vi.mock("../../globals.js", () => ({
+  danger: (s: string) => s,
+  logVerbose: () => {},
+}));
+
+vi.mock("../sticker-cache.js", () => ({
+  cacheSticker: () => {},
+  getCachedSticker: () => null,
+}));
+
+// eslint-disable-next-line @typescript-eslint/consistent-type-imports
+const { resolveMedia } = await import("./delivery.js");
+
+function makeCtx(
+  mediaField: "voice" | "audio" | "photo" | "video",
+  getFile: TelegramContext["getFile"],
+): TelegramContext {
+  const msg: Record<string, unknown> = {
+    message_id: 1,
+    date: 0,
+    chat: { id: 1, type: "private" },
+  };
+  if (mediaField === "voice") {
+    msg.voice = { file_id: "v1", duration: 5, file_unique_id: "u1" };
+  }
+  if (mediaField === "audio") {
+    msg.audio = { file_id: "a1", duration: 5, file_unique_id: "u2" };
+  }
+  if (mediaField === "photo") {
+    msg.photo = [{ file_id: "p1", width: 100, height: 100 }];
+  }
+  if (mediaField === "video") {
+    msg.video = { file_id: "vid1", duration: 10, file_unique_id: "u3" };
+  }
+  return {
+    message: msg as Message,
+    me: { id: 1, is_bot: true, first_name: "bot", username: "bot" },
+    getFile,
+  };
+}
+
+describe("resolveMedia getFile retry", () => {
+  beforeEach(() => {
+    vi.useFakeTimers();
+    fetchRemoteMedia.mockReset();
+    saveMediaBuffer.mockReset();
+  });
+
+  afterEach(() => {
+    vi.useRealTimers();
+  });
+
+  it("retries getFile on transient failure and succeeds on second attempt", async () => {
+    const getFile = vi
+      .fn()
+      .mockRejectedValueOnce(new Error("Network request for 'getFile' failed!"))
+      .mockResolvedValueOnce({ file_path: "voice/file_0.oga" });
+
+    fetchRemoteMedia.mockResolvedValueOnce({
+      buffer: Buffer.from("audio"),
+      contentType: "audio/ogg",
+      fileName: "file_0.oga",
+    });
+    saveMediaBuffer.mockResolvedValueOnce({
+      path: "/tmp/file_0.oga",
+      contentType: "audio/ogg",
+    });
+
+    const promise = resolveMedia(makeCtx("voice", getFile), 10_000_000, "tok123");
+    await vi.advanceTimersByTimeAsync(5000);
+    const result = await promise;
+
+    expect(getFile).toHaveBeenCalledTimes(2);
+    expect(result).toEqual(
+      expect.objectContaining({ path: "/tmp/file_0.oga", placeholder: "<media:audio>" }),
+    );
+  });
+
+  it("returns null when all getFile retries fail so message is not dropped", async () => {
+    const getFile = vi.fn().mockRejectedValue(new Error("Network request for 'getFile' failed!"));
+
+    const promise = resolveMedia(makeCtx("voice", getFile), 10_000_000, "tok123");
+    await vi.advanceTimersByTimeAsync(15000);
+    const result = await promise;
+
+    expect(getFile).toHaveBeenCalledTimes(3);
+    expect(result).toBeNull();
+  });
+
+  it("does not catch errors from fetchRemoteMedia (only getFile is retried)", async () => {
+    const getFile = vi.fn().mockResolvedValue({ file_path: "voice/file_0.oga" });
+    fetchRemoteMedia.mockRejectedValueOnce(new Error("download failed"));
+
+    await expect(resolveMedia(makeCtx("voice", getFile), 10_000_000, "tok123")).rejects.toThrow(
+      "download failed",
+    );
+
+    expect(getFile).toHaveBeenCalledTimes(1);
+  });
+
+  it("returns null for photo when getFile exhausts retries", async () => {
+    const getFile = vi.fn().mockRejectedValue(new Error("HttpError: Network error"));
+
+    const promise = resolveMedia(makeCtx("photo", getFile), 10_000_000, "tok123");
+    await vi.advanceTimersByTimeAsync(15000);
+    const result = await promise;
+
+    expect(getFile).toHaveBeenCalledTimes(3);
+    expect(result).toBeNull();
+  });
+
+  it("returns null for video when getFile exhausts retries", async () => {
+    const getFile = vi.fn().mockRejectedValue(new Error("HttpError: Network error"));
+
+    const promise = resolveMedia(makeCtx("video", getFile), 10_000_000, "tok123");
+    await vi.advanceTimersByTimeAsync(15000);
+    const result = await promise;
+
+    expect(getFile).toHaveBeenCalledTimes(3);
+    expect(result).toBeNull();
+  });
+});
diff --git a/src/telegram/bot/delivery.ts b/src/telegram/bot/delivery.ts
index 732227ed023..34a78b6d98d 100644
--- a/src/telegram/bot/delivery.ts
+++ b/src/telegram/bot/delivery.ts
@@ -7,6 +7,7 @@ import type { StickerMetadata, TelegramContext } from "./types.js";
 import { chunkMarkdownTextWithMode, type ChunkMode } from "../../auto-reply/chunk.js";
 import { danger, logVerbose } from "../../globals.js";
 import { formatErrorMessage } from "../../infra/errors.js";
+import { retryAsync } from "../../infra/retry.js";
 import { mediaKindFromMime } from "../../media/constants.js";
 import { fetchRemoteMedia } from "../../media/fetch.js";
 import { isGifMedia } from "../../media/mime.js";
@@ -402,7 +403,24 @@ export async function resolveMedia(
   if (!m?.file_id) {
     return null;
   }
-  const file = await ctx.getFile();
+
+  let file: { file_path?: string };
+  try {
+    file = await retryAsync(() => ctx.getFile(), {
+      attempts: 3,
+      minDelayMs: 1000,
+      maxDelayMs: 4000,
+      jitter: 0.2,
+      label: "telegram:getFile",
+      onRetry: ({ attempt, maxAttempts }) =>
+        logVerbose(`telegram: getFile retry ${attempt}/${maxAttempts}`),
+    });
+  } catch (err) {
+    // All retries exhausted — return null so the message still reaches the agent
+    // with a type-based placeholder (e.g. <media:audio>) instead of being dropped.
+    logVerbose(`telegram: getFile failed after retries: ${String(err)}`);
+    return null;
+  }
   if (!file.file_path) {
     throw new Error("Telegram getFile returned no file_path");
   }