diff --git a/tests/cache/test_cache_correctness.py b/tests/cache/test_cache_correctness.py
index 94f2c7109..01b161d3e 100644
--- a/tests/cache/test_cache_correctness.py
+++ b/tests/cache/test_cache_correctness.py
@@ -1939,11 +1939,19 @@ def close(self) -> None:
     assert monitor.closed is True
 
 
+@pytest.mark.parametrize("retry_capture", [False, True], ids=["initial-capture", "retried-capture"])
 def test_identity_capture_closes_darwin_monitor_on_retained_keyboard_interrupt(
     tmp_path: Path,
     monkeypatch: pytest.MonkeyPatch,
+    retry_capture: bool,
 ) -> None:
     created_monitors: list[Any] = []
+    stat_comparisons = 0
+
+    def stat_matches(_left: os.stat_result, _right: os.stat_result) -> bool:
+        nonlocal stat_comparisons
+        stat_comparisons += 1
+        return not retry_capture or stat_comparisons > 1
 
     class StubDarwinPathMonitor:
         def __init__(self, _file_path: str, _ancestor_identity: tuple[Any, ...]) -> None:
@@ -1961,16 +1969,25 @@ def interrupt_hash(_path: str, _file_stat: os.stat_result) -> str:
 
     file_path = _make_cacheable_file(tmp_path)
     cache = ScanResultsCache(str(tmp_path / "cache"))
+    ancestor_identity = cache._capture_ancestor_identity(str(file_path))
+    barrier_token = max(1, *(entry[-1] for entry in ancestor_identity)) + 1
+    monkeypatch.setattr(cache, "_get_file_change_token", lambda _path, _stat: 1)
+    monkeypatch.setattr(cache, "_capture_ancestor_identity", lambda _path: ancestor_identity)
+    monkeypatch.setattr(cache, "_advance_change_clock", lambda *_args: barrier_token)
+    monkeypatch.setattr(cache, "_stat_matches", stat_matches)
     monkeypatch.setattr(scan_results_cache_module.sys, "platform", "darwin")
     monkeypatch.setattr(scan_results_cache_module, "_DarwinPathMonitor", StubDarwinPathMonitor)
     monkeypatch.setattr(cache.hasher, "hash_file_with_stat", interrupt_hash)
 
-    with pytest.raises(KeyboardInterrupt, match="identity hashing interrupted") as interruption:
-        cache.capture_file_identity(str(file_path))
+    with tempfile.TemporaryFile(mode="w+b", dir=tmp_path) as probe:
+        monkeypatch.setattr(cache, "_get_change_clock_probe", lambda _path, _device: probe)
+        with pytest.raises(KeyboardInterrupt, match="identity hashing interrupted") as interruption:
+            cache.capture_file_identity(str(file_path))
 
     assert interruption.traceback is not None
-    assert len(created_monitors) == 1
-    assert created_monitors[0].closed is True
+    assert stat_comparisons == (2 if retry_capture else 1)
+    assert len(created_monitors) == stat_comparisons
+    assert all(monitor.closed for monitor in created_monitors)
 
 
 @pytest.mark.parametrize("retry_capture", [False, True], ids=["initial-capture", "retried-capture"])
diff --git a/tests/test_dependency_lock.py b/tests/test_dependency_lock.py
index 9866da2e4..00d19ddfb 100644
--- a/tests/test_dependency_lock.py
+++ b/tests/test_dependency_lock.py
@@ -19,6 +19,7 @@
 RENOVATE_CONFIG = ROOT_DIR / "renovate.json"
 PICKLESCAN_PYPROJECT = ROOT_DIR / "packages" / "modelaudit-picklescan" / "pyproject.toml"
 PATCHED_GITPYTHON_FLOOR = (3, 1, 60)
+PATCHED_ANYIO_FLOOR = (4, 14, 2)
 PINNED_MATURIN_BACKEND = "maturin===1.13.3"
 PATCHED_PY7ZR_REQUIREMENT = "py7zr>=1.1.3"
 PY7ZR_EXTRAS = ("sevenzip", "all-ci", "all")
@@ -82,6 +83,7 @@ def test_gitpython_lock_stays_on_patched_release_floor() -> None:
     ("package_name", "patched_floor"),
     [
         ("aiohttp", (3, 14, 3)),
+        ("anyio", PATCHED_ANYIO_FLOOR),
         ("cryptography", (50, 0, 0)),
         ("keras", (3, 15, 0)),
         ("sqlparse", (0, 6, 0)),