diff --git a/src/cli/helpers/initCommand.ts b/src/cli/helpers/initCommand.ts
index f4d5147..7559889 100644
--- a/src/cli/helpers/initCommand.ts
+++ b/src/cli/helpers/initCommand.ts
@@ -165,8 +165,7 @@ function gatherDirListing(): string {
     const lines: string[] = [];
     const sorted = [...dirs, ...files];
 
-    for (let i = 0; i < sorted.length; i++) {
-      const entry = sorted[i]!;
+    for (const [i, entry] of sorted.entries()) {
       const isLast = i === sorted.length - 1;
       const prefix = isLast ? "└── " : "├── ";
 
@@ -189,8 +188,7 @@ function gatherDirListing(): string {
               return a.name.localeCompare(b.name);
             });
           const childPrefix = isLast ? "    " : "│   ";
-          for (let j = 0; j < children.length; j++) {
-            const child = children[j]!;
+          for (const [j, child] of children.entries()) {
             const childIsLast = j === children.length - 1;
             const connector = childIsLast ? "└── " : "├── ";
             const suffix = child.isDirectory() ? "/" : "";
diff --git a/src/tests/websocket/listen-client-image-normalization.test.ts b/src/tests/websocket/listen-client-image-normalization.test.ts
new file mode 100644
index 0000000..caf20a5
--- /dev/null
+++ b/src/tests/websocket/listen-client-image-normalization.test.ts
@@ -0,0 +1,57 @@
+import { describe, expect, test } from "bun:test";
+import { __listenClientTestUtils } from "../../websocket/listen-client";
+
+describe("listen-client inbound image normalization", () => {
+  test("normalizes base64 image content through the shared resize path", async () => {
+    const resize = async (_buffer: Buffer, mediaType: string) => ({
+      data: "resized-base64-image",
+      mediaType: mediaType === "image/png" ? "image/jpeg" : mediaType,
+      width: 1600,
+      height: 1200,
+      resized: true,
+    });
+
+    const normalized = await __listenClientTestUtils.normalizeInboundMessages(
+      [
+        {
+          type: "message",
+          role: "user",
+          content: [
+            { type: "text", text: "describe this" },
+            {
+              type: "image",
+              source: {
+                type: "base64",
+                media_type: "image/png",
+                data: "raw-base64-image",
+              },
+            },
+          ],
+          client_message_id: "cm-image-1",
+        },
+      ],
+      resize,
+    );
+
+    expect(normalized).toHaveLength(1);
+    const message = normalized[0];
+    if (!message) {
+      throw new Error("Expected normalized message");
+    }
+    expect("content" in message).toBe(true);
+    if (!("content" in message) || typeof message.content === "string") {
+      throw new Error("Expected multimodal content");
+    }
+    expect(message.content).toEqual([
+      { type: "text", text: "describe this" },
+      {
+        type: "image",
+        source: {
+          type: "base64",
+          media_type: "image/jpeg",
+          data: "resized-base64-image",
+        },
+      },
+    ]);
+  });
+});
diff --git a/src/websocket/listen-client.ts b/src/websocket/listen-client.ts
index 4f2c913..5ca9bf8 100644
--- a/src/websocket/listen-client.ts
+++ b/src/websocket/listen-client.ts
@@ -36,6 +36,7 @@ import {
 } from "../agent/turn-recovery-policy";
 import { createBuffers } from "../cli/helpers/accumulator";
 import { classifyApprovals } from "../cli/helpers/approvalClassification";
+import { resizeImageIfNeeded } from "../cli/helpers/imageResize";
 import { generatePlanFilePath } from "../cli/helpers/planName";
 import { drainStreamWithResume } from "../cli/helpers/stream";
 import { INTERRUPTED_BY_USER } from "../constants";
@@ -256,6 +257,10 @@ interface RecoverPendingApprovalsMessage {
   conversationId?: string;
 }
 
+type InboundMessagePayload =
+  | (MessageCreate & { client_message_id?: string })
+  | ApprovalCreate;
+
 interface StatusResponseMessage {
   type: "status_response";
   currentMode: "default" | "acceptEdits" | "plan" | "bypassPermissions";
@@ -794,7 +799,7 @@ function loadPersistedCwdMap(): Map<string, string> {
   try {
     const cachePath = getCwdCachePath();
     if (!existsSync(cachePath)) return new Map();
-    const raw = require("fs").readFileSync(cachePath, "utf-8") as string;
+    const raw = require("node:fs").readFileSync(cachePath, "utf-8") as string;
     const parsed = JSON.parse(raw) as Record<string, string>;
     // Validate entries: only keep directories that still exist
     const map = new Map<string, string>();
@@ -1071,6 +1076,105 @@ function mergeDequeuedBatchContent(
   });
 }
 
+function isBase64ImageContentPart(part: unknown): part is {
+  type: "image";
+  source: { type: "base64"; media_type: string; data: string };
+} {
+  if (!part || typeof part !== "object") {
+    return false;
+  }
+
+  const candidate = part as {
+    type?: unknown;
+    source?: {
+      type?: unknown;
+      media_type?: unknown;
+      data?: unknown;
+    };
+  };
+
+  return (
+    candidate.type === "image" &&
+    !!candidate.source &&
+    candidate.source.type === "base64" &&
+    typeof candidate.source.media_type === "string" &&
+    candidate.source.media_type.length > 0 &&
+    typeof candidate.source.data === "string" &&
+    candidate.source.data.length > 0
+  );
+}
+
+async function normalizeMessageContentImages(
+  content: MessageCreate["content"],
+  resize: typeof resizeImageIfNeeded = resizeImageIfNeeded,
+): Promise<MessageCreate["content"]> {
+  if (typeof content === "string") {
+    return content;
+  }
+
+  let didChange = false;
+  const normalizedParts = await Promise.all(
+    content.map(async (part) => {
+      if (!isBase64ImageContentPart(part)) {
+        return part;
+      }
+
+      const resized = await resize(
+        Buffer.from(part.source.data, "base64"),
+        part.source.media_type,
+      );
+      if (
+        resized.data !== part.source.data ||
+        resized.mediaType !== part.source.media_type
+      ) {
+        didChange = true;
+      }
+
+      return {
+        ...part,
+        source: {
+          ...part.source,
+          type: "base64" as const,
+          data: resized.data,
+          media_type: resized.mediaType,
+        },
+      };
+    }),
+  );
+
+  return didChange ? normalizedParts : content;
+}
+
+async function normalizeInboundMessages(
+  messages: InboundMessagePayload[],
+  resize: typeof resizeImageIfNeeded = resizeImageIfNeeded,
+): Promise<InboundMessagePayload[]> {
+  let didChange = false;
+
+  const normalizedMessages = await Promise.all(
+    messages.map(async (message) => {
+      if (!("content" in message)) {
+        return message;
+      }
+
+      const normalizedContent = await normalizeMessageContentImages(
+        message.content,
+        resize,
+      );
+      if (normalizedContent !== message.content) {
+        didChange = true;
+        return {
+          ...message,
+          content: normalizedContent,
+        };
+      }
+      return message;
+    }),
+  );
+
+  return didChange ? normalizedMessages : messages;
+}
+
 function getPrimaryQueueMessageItem(items: QueueItem[]): QueueItem | null {
   for (const item of items) {
     if (item.kind === "message") {
@@ -3168,6 +3272,7 @@ async function handleIncomingMessage(
       onStatusChange?.("processing", connectionId);
     }
 
+    const normalizedMessages = await normalizeInboundMessages(msg.messages);
     const messagesToSend: Array<MessageCreate | ApprovalCreate> = [];
     let turnToolContextId: string | null = null;
     let queuedInterruptedToolCallIds: string[] = [];
@@ -3183,9 +3288,9 @@ async function handleIncomingMessage(
       queuedInterruptedToolCallIds = consumed.interruptedToolCallIds;
     }
 
-    messagesToSend.push(...msg.messages);
+    messagesToSend.push(...normalizedMessages);
 
-    const firstMessage = msg.messages[0];
+    const firstMessage = normalizedMessages[0];
     const isApprovalMessage =
       firstMessage &&
       "type" in firstMessage &&
@@ -3865,4 +3970,6 @@ export const __listenClientTestUtils = {
   normalizeToolReturnWireMessage,
   normalizeExecutionResultsForInterruptParity,
   shouldAttemptPostStopApprovalRecovery,
+  normalizeMessageContentImages,
+  normalizeInboundMessages,
 };