fix(doctor): survive a PATH entry the user can't execute

The install itself now works end to end on a fresh macOS account — venv built,
package installed from git, entry point linked — and `doctor` then died with an
unhandled traceback:

    PermissionError: [Errno 13] Permission denied: 'ip'

netpool's probe helpers caught only FileNotFoundError. That is not the only way
a probe binary can be unavailable: when a name on PATH exists but this user
cannot execute it, exec fails with EACCES, and CPython reports that in
preference to the ENOENT from the other PATH entries. So `except
FileNotFoundError` misses it and the crash propagates all the way out of
`doctor`. Reproduced directly: a mode-000 file named `ip` on PATH yields
exactly the error above.

_run_ok's docstring already stated the intent — treat an unavailable binary as
failure rather than crashing — so this widens the catch to OSError to match
what it says. Any OSError means the probe could not run, which for a
fail-closed check is indistinguishable from "not present". The same narrow
catch is fixed in overlapping_routes and in the two docker probes
(compose ls, docker ps), which are the same shape and equally reachable.

Deliberately not touched: the FileNotFoundError catches around file I/O in
bottle_state and orchestrator/service, where the narrow exception is correct.

The harness also required `bot-bottle` on PATH before running doctor, which
could never be true: install.sh prints the PATH line rather than editing a
shell profile, by design, so on a fresh account the entry point is installed
and working but not on PATH. It now looks where the installer actually puts
it (~/.local/bin, then the venv) and notes when it's running by absolute path.
That was the harness failing a run for a reason the installer intends.

Co-Authored-By: Claude Opus 5 <noreply@anthropic.com>
Claude-Session: https://claude.ai/code/session_01WEfZZhakx13bxTfXcZCoS5

bot_bottle/backend/docker/compose.py

@@ -74,10 +74,13 @@ def list_compose_projects(
         result = subprocess.run(
             argv, capture_output=True, text=True, check=False,
         )
-    except FileNotFoundError as exc:
+    except OSError as exc:
+        # Not only "not found": docker on PATH but not executable by this
+        # user raises PermissionError. Either way the query never ran, so an
+        # enumeration caller must not read the empty result as authoritative.
         if raise_on_error:
             raise EnumerationError(
-                "docker compose ls failed: docker not found"
+                f"docker compose ls failed: docker unavailable ({exc})"
             ) from exc
         return []
     if result.returncode != 0:

bot_bottle/backend/docker/enumerate.py

@@ -74,8 +74,9 @@ def _query_services_by_project() -> dict[str, set[str]]:
             ],
             capture_output=True, text=True, check=False,
         )
-    except FileNotFoundError as exc:
+    except OSError as exc:
-        raise EnumerationError("docker ps failed: docker not found") from exc
+        # Missing, or on PATH but not executable by this user (PermissionError).
+        raise EnumerationError(f"docker ps failed: docker unavailable ({exc})") from exc
     if r.returncode != 0:
         raise EnumerationError(f"docker ps failed: {r.stderr.strip()}")
     return _parse_services_by_project(r.stdout or "")

bot_bottle/backend/firecracker/netpool.py

@@ -177,14 +177,20 @@ def gw_slot() -> Slot:
 # --- fail-closed verification ---------------------------------------
 
 def _run_ok(argv: list[str]) -> bool:
-    """Run a probe command, treating a missing binary as failure
+    """Run a probe command, treating an unavailable binary as failure
     (rather than crashing) so callers can stay fail-closed."""
     try:
         return subprocess.run(
             argv, stdout=subprocess.DEVNULL, stderr=subprocess.DEVNULL,
             check=False,
         ).returncode == 0
-    except FileNotFoundError:
+    except OSError:
+        # Not only "missing". A name on PATH that isn't executable by this
+        # user raises PermissionError, and CPython reports that EACCES in
+        # preference to the ENOENT from the other PATH entries — which is
+        # how `doctor` came to die with a traceback on a fresh macOS
+        # account. Any OSError means the probe couldn't run, which for a
+        # fail-closed check is indistinguishable from "not present".
         return False
 
 
@@ -244,7 +250,9 @@ def overlapping_routes() -> list[RouteConflict]:
             ["ip", "-json", "route", "show", "table", "all"],
             capture_output=True, text=True, check=False,
         )
-    except FileNotFoundError:
+    except OSError:
+        # Missing, or present-but-not-executable for this user; either way
+        # there are no routes we can enumerate. See _run_ok.
         return []
     if proc.returncode != 0 or not proc.stdout.strip():
         return []

scripts/macos-install-test.sh

@@ -89,14 +89,28 @@ user_exists() { dscl . -read "/Users/$USER_NAME" >/dev/null 2>&1; }
 # Run a shell snippet as the throwaway user in a fresh login shell.
 run_as_user() { sudo -u "$USER_NAME" -i sh -c "$1"; }
 
-# `bot-bottle doctor` as the throwaway user. Non-zero when the entry point
+# `bot-bottle doctor` as the throwaway user. Non-zero when no entry point was
-# never made it onto that user's PATH, or when doctor itself is unhappy.
+# installed at all, or when doctor itself is unhappy.
+#
+# Deliberately does NOT require `bot-bottle` on PATH: install.sh prints the
+# PATH line rather than editing a shell profile, so on a fresh account the
+# entry point is installed and working but not on PATH. Demanding PATH here
+# would fail every run for a reason the installer intends.
 doctor_as_user() {
-    if ! run_as_user 'command -v bot-bottle >/dev/null 2>&1'; then
+    # shellcheck disable=SC2016  # $HOME/$bb must expand in the *target* user's
-        echo "  bot-bottle is not on PATH for $USER_NAME"
+    # shell, not in this one — that's the whole point of the single quotes.
-        return 1
+    run_as_user '
-    fi
+        for bb in "$HOME/.local/bin/bot-bottle" "$HOME/.bot-bottle/venv/bin/bot-bottle"; do
-    run_as_user 'bot-bottle doctor'
+            if [ -x "$bb" ]; then
+                command -v bot-bottle >/dev/null 2>&1 \
+                    || echo "  (not on PATH — running $bb directly, as install.sh advises)"
+                exec "$bb" doctor
+            fi
+        done
+        command -v bot-bottle >/dev/null 2>&1 && exec bot-bottle doctor
+        echo "  no bot-bottle entry point found for this user" >&2
+        exit 1
+    '
 }
 
 # --- commands --------------------------------------------------------

tests/unit/test_compose.py

@@ -44,6 +44,17 @@ class TestProjectNaming(unittest.TestCase):
 
 
 class TestComposeProjectListing(unittest.TestCase):
+    def test_compose_ls_empty_when_docker_unusable(self):
+        # Missing is the obvious case; present-but-not-executable raises
+        # PermissionError instead, which must not escape as a crash.
+        for exc in (FileNotFoundError, PermissionError(13, "Permission denied", "docker")):
+            with self.subTest(exc=type(exc).__name__):
+                with mock.patch(
+                    "bot_bottle.backend.docker.compose.subprocess.run",
+                    side_effect=exc,
+                ):
+                    self.assertEqual([], list_compose_projects())
+
     def test_compose_ls_error_warns_by_default(self):
         with (
             mock.patch(

tests/unit/test_firecracker_helpers.py

@@ -56,6 +56,21 @@ class TestNetpoolProbes(unittest.TestCase):
         with patch.object(netpool.subprocess, "run", side_effect=FileNotFoundError):
             self.assertFalse(netpool._run_ok(["nft"]))
 
+    def test_run_ok_false_on_unexecutable_binary(self):
+        # A name on PATH that this user can't execute raises PermissionError,
+        # not FileNotFoundError — CPython reports that EACCES in preference to
+        # the ENOENT from the other PATH entries. Catching only the latter made
+        # `doctor` die with a traceback on a fresh macOS account.
+        with patch.object(netpool.subprocess, "run",
+                          side_effect=PermissionError(13, "Permission denied", "ip")):
+            self.assertFalse(netpool._run_ok(["ip", "link", "show", "bbfc0"]))
+
+    def test_overlapping_routes_empty_when_ip_unusable(self):
+        for exc in (FileNotFoundError, PermissionError(13, "Permission denied", "ip")):
+            with self.subTest(exc=type(exc).__name__), \
+                 patch.object(netpool.subprocess, "run", side_effect=exc):
+                self.assertEqual([], netpool.overlapping_routes())
+
     def test_tap_and_nft_probes(self):
         with patch.object(netpool, "_run_ok", return_value=True) as ok:
             self.assertTrue(netpool.tap_present("bbfc0"))