diff --git a/src/python/jw/pkg/lib/ExecContext.py b/src/python/jw/pkg/lib/ExecContext.py
index 1e5d6f30..9c137cc9 100644
--- a/src/python/jw/pkg/lib/ExecContext.py
+++ b/src/python/jw/pkg/lib/ExecContext.py
@@ -37,6 +37,8 @@ def _raise_stat_error(path: str, result: Result) -> None:
     lower = msg.lower()
     if 'no such file' in lower:
         raise FileNotFoundError(errno.ENOENT, msg, path)
+    if 'not a directory' in lower:
+        raise FileNotFoundError(errno.ENOTDIR, msg, path)
     if 'permission denied' in lower or 'operation not permitted' in lower:
         raise PermissionError(errno.EACCES, msg, path)
     raise OSError(errno.EIO, msg, path)