diff --git a/mt-static/plugins/MTBlockEditor/src/Block/MTImage-AssetUploader.test.ts b/mt-static/plugins/MTBlockEditor/src/Block/MTImage-AssetUploader.test.ts
new file mode 100644
index 0000000..9310a2b
--- /dev/null
+++ b/mt-static/plugins/MTBlockEditor/src/Block/MTImage-AssetUploader.test.ts
@@ -0,0 +1,161 @@
+import { beforeEach, describe, expect, it, vi } from "vitest";
+
+const mocks = vi.hoisted(() => ({
+  addEditUpdateBlock: vi.fn(),
+  assetUploaderOpen: vi.fn(),
+  editor: {},
+}));
+
+vi.mock("mt-block-editor-block/React", () => ({
+  default: window.MTBlockEditor.React,
+  useRef: (initialValue) => ({ current: initialValue }),
+  useState: (initialValue) => [initialValue, vi.fn()],
+}));
+
+vi.mock("mt-block-editor-block/decorator", () => ({
+  blockProperty: (component) => component,
+}));
+
+vi.mock("mt-block-editor-block/Context", () => ({
+  useEditorContext: () => ({ editor: mocks.editor }),
+}));
+
+vi.mock("mt-block-editor-block/Hook", () => ({
+  useCommands: vi.fn(),
+}));
+
+vi.mock("./edit", () => ({
+  addEditUpdateBlock: mocks.addEditUpdateBlock,
+}));
+
+import MTImage from "./MTImage";
+
+interface AssetUploaderOptions {
+  initialSelectedData: Record<string, unknown>[];
+  insert: (selectedData: Record<string, unknown>[]) => void;
+}
+
+const openAssetUploader = (block: MTImage): AssetUploaderOptions => {
+  block.showModal = true;
+
+  const element = block.editor({ focus: true });
+  const Editor = element.type as (props: Record<string, unknown>) => unknown;
+  Editor(element.props);
+
+  expect(mocks.assetUploaderOpen).toHaveBeenCalledOnce();
+  return mocks.assetUploaderOpen.mock.calls[0][0];
+};
+
+describe("MTImage - AssetUploader", () => {
+  beforeEach(() => {
+    mocks.addEditUpdateBlock.mockReset();
+    mocks.assetUploaderOpen.mockReset();
+    window.trans = (message) => message;
+    window.MT = {
+      AssetUploader: {
+        open: mocks.assetUploaderOpen,
+      },
+    } as unknown as Window["MT"];
+  });
+
+  it.each([
+    ["the original asset", "https://example.com/image.jpg", true],
+    ["an external URL", "https://example.com/page.html", false],
+  ])("passes whether the image links to %s", (_description, linkUrl, expected) => {
+    const block = new MTImage({
+      assetId: "123",
+      assetUrl: "https://example.com/image.jpg",
+      linkUrl,
+      imageWidth: "640",
+      alternativeText: "Alternative text",
+      caption: "Caption",
+      alignment: "center",
+    });
+
+    const options = openAssetUploader(block);
+
+    expect(options.initialSelectedData).toEqual([
+      {
+        id: "123",
+        imageWidth: "640",
+        alternativeText: "Alternative text",
+        caption: "Caption",
+        align: "center",
+        linkToOriginal: expected,
+      },
+    ]);
+  });
+
+  it("sets the link URL to the selected original asset", () => {
+    const block = new MTImage({
+      assetUrl: "https://example.com/old.jpg",
+      linkUrl: "https://example.com/page.html",
+    });
+    const options = openAssetUploader(block);
+
+    options.insert([
+      {
+        assetId: "456",
+        assetUrl: "https://example.com/new.jpg",
+        assetThumbnailUrl: "https://example.com/new-thumbnail.jpg",
+        assetThumbnailWidth: "320",
+        assetThumbnailHeight: "240",
+        align: "none",
+        alternativeText: "New alternative text",
+        caption: "New caption",
+        linkToOriginal: true,
+      },
+    ]);
+
+    expect(mocks.addEditUpdateBlock).toHaveBeenCalledWith(
+      mocks.editor,
+      block,
+      expect.objectContaining({
+        assetUrl: "https://example.com/new.jpg",
+        linkUrl: "https://example.com/new.jpg",
+      })
+    );
+    expect(block.linkUrl).toBe("https://example.com/new.jpg");
+  });
+
+  it("clears a previous link to the original asset when it is unchecked", () => {
+    const block = new MTImage({
+      assetUrl: "https://example.com/old.jpg",
+      linkUrl: "https://example.com/old.jpg",
+    });
+    const options = openAssetUploader(block);
+
+    options.insert([
+      {
+        assetUrl: "https://example.com/new.jpg",
+        linkToOriginal: false,
+      },
+    ]);
+
+    expect(mocks.addEditUpdateBlock).toHaveBeenCalledWith(
+      mocks.editor,
+      block,
+      expect.objectContaining({ linkUrl: "" })
+    );
+    expect(block.linkUrl).toBe("");
+  });
+
+  it("preserves an external link when link to original is unchecked", () => {
+    const block = new MTImage({
+      assetUrl: "https://example.com/old.jpg",
+      linkUrl: "https://example.com/page.html",
+    });
+    const options = openAssetUploader(block);
+
+    options.insert([
+      {
+        assetUrl: "https://example.com/new.jpg",
+        linkToOriginal: false,
+      },
+    ]);
+
+    const newData = mocks.addEditUpdateBlock.mock.calls[0][2];
+    expect(newData).not.toHaveProperty("linkUrl");
+    expect(block.linkUrl).toBe("https://example.com/page.html");
+  });
+});
diff --git a/mt-static/plugins/MTBlockEditor/src/Block/MTImage.tsx b/mt-static/plugins/MTBlockEditor/src/Block/MTImage.tsx
index e5026f1..6e1dd8d 100644
--- a/mt-static/plugins/MTBlockEditor/src/Block/MTImage.tsx
+++ b/mt-static/plugins/MTBlockEditor/src/Block/MTImage.tsx
@@ -93,6 +93,7 @@ const Editor: React.FC<EditorProps> = blockProperty(({ focus, block }) => {
             alternativeText: block.alternativeText,
             caption: block.caption,
             align: block.alignment,
+            linkToOriginal: block.assetUrl === block.linkUrl,
           },
         ],
         insert: ([data]) => {
@@ -106,7 +107,13 @@ const Editor: React.FC<EditorProps> = blockProperty(({ focus, block }) => {
             alternativeText: data.alternativeText,
             caption: data.caption,
             hasCaption: (data.caption || "") !== "",
-          };
+          } as Partial<MTImage>;
+          if (data.linkToOriginal) {
+            newData.linkUrl = data.assetUrl;
+          } else if (block.linkUrl === block.assetUrl) {
+            // If the link was previously set to the original asset, but the user has unchecked "Link to original", clear the link URL.
+            newData.linkUrl = "";
+          }
 
           addEditUpdateBlock(editor, block, newData);
 
diff --git a/vite.config.ts b/vite.config.ts
index 60140c1..083d133 100644
--- a/vite.config.ts
+++ b/vite.config.ts
@@ -10,7 +10,7 @@ export default defineConfig(() => {
       environment: "jsdom",
       setupFiles: [
         "./test/setup.ts",
-        "./mt-static/plugins/MTBlockEditor/dist/mt-block-editor/1.1.56/mt-block-editor.js",
+        "./mt-static/plugins/MTBlockEditor/dist/mt-block-editor/1.2.8/mt-block-editor.js",
       ],
     },
     resolve: {