diff --git a/src/conductor/executor/linkify.py b/src/conductor/executor/linkify.py
index acd8a484..67d294fa 100644
--- a/src/conductor/executor/linkify.py
+++ b/src/conductor/executor/linkify.py
@@ -236,7 +236,7 @@ def _try_linkify_path(token: str, base_dir: Path | None) -> str | None:
     if base_dir is not None:
         try:
             resolved_base = base_dir.resolve()
-            candidate = (base_dir / stripped).resolve()
+            candidate = (base_dir / normalized).resolve()
             # Security: must be within base_dir (path-aware containment, not
             # string-prefix — `/foo/bar` must not match `/foo/barbaz/...`).
             if not candidate.is_relative_to(resolved_base):
diff --git a/tests/test_executor/test_linkify.py b/tests/test_executor/test_linkify.py
index ad890c39..1d040af6 100644
--- a/tests/test_executor/test_linkify.py
+++ b/tests/test_executor/test_linkify.py
@@ -100,6 +100,13 @@ def test_nested_path(self, tmp_path: Path) -> None:
         result = linkify_markdown("Plan at docs/projects/plan.md", base_dir=tmp_path)
         assert "[docs/projects/plan.md](docs/projects/plan.md)" in result
 
+    def test_windows_relative_path_separator(self, tmp_path: Path) -> None:
+        (tmp_path / "docs").mkdir()
+        (tmp_path / "docs" / "readme.md").write_text("hello")
+
+        result = linkify_markdown(r"See docs\readme.md for details", base_dir=tmp_path)
+        assert r"[docs\readme.md](docs/readme.md)" in result
+
     def test_nonexistent_file_not_linked(self, tmp_path: Path) -> None:
         result = linkify_markdown("See docs/missing.md for details", base_dir=tmp_path)
         assert "[docs/missing.md]" not in result