fix(web): keep the final segment of directory paths with a trailing separator

apps/web/src/markdown-links.test.ts

@@ -273,3 +273,28 @@ describe("resolveInlineCodeFileLinkMeta", () => {
     expect(resolveInlineCodeFileLinkMeta(".plans/worktree-management-v1.md")).toBeNull();
   });
 });
+
+describe("directory paths with a trailing separator", () => {
+  it("keeps the final segment for a POSIX directory path", () => {
+    expect(resolveMarkdownFileLinkMeta("/tmp/favicons/", "/repo/project")).toMatchObject({
+      basename: "favicons",
+    });
+  });
+
+  it("keeps the final segment for a Windows directory path", () => {
+    expect(
+      resolveMarkdownFileLinkMeta("C:\\Users\\kelchm\\.claude\\", "/repo/project"),
+    ).toMatchObject({ basename: ".claude" });
+  });
+
+  it("matches the label of the same path without a trailing separator", () => {
+    const withSlash = resolveMarkdownFileLinkMeta("/tmp/favicons/", "/repo/project");
+    const withoutSlash = resolveMarkdownFileLinkMeta("/tmp/favicons", "/repo/project");
+    expect(withSlash?.basename).toBe(withoutSlash?.basename);
+  });
+
+  it("does not produce an empty label for the filesystem root", () => {
+    const meta = resolveMarkdownFileLinkMeta("/tmp/", "/repo/project");
+    expect(meta?.basename).not.toBe("");
+  });
+});

apps/web/src/markdown-links.ts

@@ -359,8 +359,12 @@ export function resolveInlineCodeFileLinkMeta(
 }
 
 function basenameOfPath(path: string): string {
-  const separatorIndex = Math.max(path.lastIndexOf("/"), path.lastIndexOf("\\"));
-  return separatorIndex >= 0 ? path.slice(separatorIndex + 1) : path;
+  // A trailing separator is a valid way to write a directory, so trim it before
+  // taking the final segment. Without this the segment reads as empty and the
+  // chip renders with no label at all.
+  const trimmed = path.replace(/[/\\]+$/, "") || path;
+  const separatorIndex = Math.max(trimmed.lastIndexOf("/"), trimmed.lastIndexOf("\\"));
+  return separatorIndex >= 0 ? trimmed.slice(separatorIndex + 1) : trimmed;
 }
 
 function workspaceRelativePath(path: string, workspaceRoot: string | undefined): string | null {