diff --git a/monkey/test.py b/monkey/test.py
new file mode 100644
index 000000000..19ef00bd8
--- /dev/null
+++ b/monkey/test.py
@@ -0,0 +1,4 @@
+try:
+    raise Exception("Ex")
+except Exception as ex:
+    print(f"F: {ex}")
diff --git a/monkey/tests/monkey_island/cc/services/test_post_breach_files.py b/monkey/tests/monkey_island/cc/services/test_post_breach_files.py
index 9eda4af55..7d3431cfd 100644
--- a/monkey/tests/monkey_island/cc/services/test_post_breach_files.py
+++ b/monkey/tests/monkey_island/cc/services/test_post_breach_files.py
@@ -5,6 +5,10 @@ import pytest
 from monkey_island.cc.services.post_breach_files import PostBreachFilesService
 
 
+def raise_(ex):
+    raise ex
+
+
 @pytest.fixture(autouse=True)
 def custom_pba_directory(tmpdir):
     PostBreachFilesService.initialize(tmpdir)
@@ -28,3 +32,29 @@ def test_remove_pba_files():
 
     custom_pda_dir_contents = os.listdir(PostBreachFilesService.get_custom_pba_directory())
     assert len(custom_pda_dir_contents) == 0
+
+
+@pytest.mark.skipif(os.name != "posix", reason="Tests Posix (not Windows) permissions.")
+def test_custom_pba_dir_permissions():
+    st = os.stat(PostBreachFilesService.get_custom_pba_directory())
+
+    assert st.st_mode == 0o40700
+
+
+def test_remove_failure(monkeypatch):
+    monkeypatch.setattr(os, "remove", lambda x: raise_(OSError("Permission denied")))
+
+    try:
+        create_custom_pba_file("windows_file")
+        PostBreachFilesService.remove_PBA_files()
+    except Exception as ex:
+        pytest.fail(f"Unxepected exception: {ex}")
+
+
+def test_remove_nonexistant_file(monkeypatch):
+    monkeypatch.setattr(os, "remove", lambda x: raise_(FileNotFoundError("FileNotFound")))
+
+    try:
+        PostBreachFilesService.remove_file("/nonexistant/file")
+    except Exception as ex:
+        pytest.fail(f"Unxepected exception: {ex}")