_on_path() led with a bare shutil.which(), which resolves against the calling process's PATH. When castle-api runs inside the repo venv (uv run), a tool merely colocated there — e.g. a stray editable a dev uv-pip-installed — read as "installed on PATH", so the UI showed installed and the converge planner reported no drift. Strip the running interpreter's own venv bin from the search path; tools installed anywhere else on PATH still count.