diff --git a/.changeset/mark-sidebar-root-groups.md b/.changeset/mark-sidebar-root-groups.md
new file mode 100644
index 00000000..8a753edc
--- /dev/null
+++ b/.changeset/mark-sidebar-root-groups.md
@@ -0,0 +1,5 @@
+---
+"hunkdiff": patch
+---
+
+Label repo-root file runs with an in-place `./` sidebar header so root files remain visually distinct without changing review order.
diff --git a/src/ui/AppHost.interactions.test.tsx b/src/ui/AppHost.interactions.test.tsx
index 29a7828f..ddef9003 100644
--- a/src/ui/AppHost.interactions.test.tsx
+++ b/src/ui/AppHost.interactions.test.tsx
@@ -3299,8 +3299,8 @@ describe("App interactions", () => {
       }
 
       await act(async () => {
-        // Click inside the second file row in the left sidebar.
-        await setup.mockMouse.click(6, 4);
+        // Click inside the second file row below the repo-root group header.
+        await setup.mockMouse.click(6, 5);
       });
       await flush(setup);
 
diff --git a/src/ui/components/ui-components.test.tsx b/src/ui/components/ui-components.test.tsx
index f6f9d092..863dc607 100644
--- a/src/ui/components/ui-components.test.tsx
+++ b/src/ui/components/ui-components.test.tsx
@@ -441,6 +441,12 @@ describe("UI components", () => {
         previousPath: "src/ui/Legacy.tsx",
         stats: { additions: 0, deletions: 0 },
       },
+      createTestDiffFile(
+        "root",
+        "zzz-root.ts",
+        "export const root = 1;\n",
+        "export const root = 2;\n",
+      ),
     ];
     const frame = await captureFrame(
       <SidebarPane
@@ -453,11 +459,14 @@ describe("UI components", () => {
         onSelectFile={() => {}}
       />,
       36,
-      10,
+      12,
     );
 
     expect(frame).toContain("src/ui/");
     expect(frame).toContain("src/core/");
+    expect(frame).toContain("./");
+    expect(frame).toContain(" zzz-root.ts");
+    expect(frame.indexOf("src/ui/")).toBeLessThan(frame.indexOf("./"));
     expect(frame).toContain(" App.tsx");
     expect(frame).toContain(" MenuDropdown.tsx");
     expect(frame).toContain(" watch.ts");
diff --git a/src/ui/lib/files.test.ts b/src/ui/lib/files.test.ts
index 4e2b653f..766edf52 100644
--- a/src/ui/lib/files.test.ts
+++ b/src/ui/lib/files.test.ts
@@ -117,6 +117,32 @@ describe("files helpers", () => {
     });
   });
 
+  test("buildSidebarEntries marks each root-file run with an in-place ./ group", () => {
+    const files = [
+      createTestDiffFile({ id: "nested-a", path: "src/a.ts" }),
+      createTestDiffFile({ id: "root-a", path: "README.md" }),
+      createTestDiffFile({ id: "root-b", path: "package.json" }),
+      createTestDiffFile({ id: "nested-b", path: "test/b.ts" }),
+      createTestDiffFile({ id: "root-c", path: "LICENSE" }),
+    ];
+
+    const labels = buildSidebarEntries(files).map((entry) =>
+      entry.kind === "group" ? entry.label : entry.name,
+    );
+
+    expect(labels).toEqual([
+      "src/",
+      "a.ts",
+      "./",
+      "README.md",
+      "package.json",
+      "test/",
+      "b.ts",
+      "./",
+      "LICENSE",
+    ]);
+  });
+
   test("fileLabelParts strips parser-added line endings from rename labels", () => {
     const renamedAcrossDirectories = {
       ...createTestDiffFile({
diff --git a/src/ui/lib/files.ts b/src/ui/lib/files.ts
index 0fdb247b..eb3a0709 100644
--- a/src/ui/lib/files.ts
+++ b/src/ui/lib/files.ts
@@ -122,22 +122,19 @@ export function filterReviewFiles(files: DiffFile[], query: string): DiffFile[]
 /** Build the grouped sidebar entries while preserving the review stream order. */
 export function buildSidebarEntries(files: DiffFile[]): SidebarEntry[] {
   const entries: SidebarEntry[] = [];
-  let activeGroup: string | null = null;
+  let activeGroup: string | undefined;
 
   files.forEach((file, index) => {
     const path = sanitizeTerminalLine(normalizeDiffPath(file.path) ?? file.path);
     const group = dirname(path);
-    const nextGroup = group === "." ? null : group;
-
-    if (nextGroup !== activeGroup) {
-      activeGroup = nextGroup;
-      if (activeGroup) {
-        entries.push({
-          kind: "group",
-          id: `group:${activeGroup}:${index}`,
-          label: `${activeGroup}/`,
-        });
-      }
+
+    if (group !== activeGroup) {
+      activeGroup = group;
+      entries.push({
+        kind: "group",
+        id: `group:${group}:${index}`,
+        label: group === "." ? "./" : `${group}/`,
+      });
     }
 
     const agentCommentCount = file.agent?.annotations.length ?? 0;