diff --git a/contributors/emails/yukinomon@users.noreply.github.com b/contributors/emails/yukinomon@users.noreply.github.com
new file mode 100644
index 0000000000..43ee4d7d5c
--- /dev/null
+++ b/contributors/emails/yukinomon@users.noreply.github.com
@@ -0,0 +1 @@
+yukinomon
diff --git a/hermes_cli/update_cmd.py b/hermes_cli/update_cmd.py
index 0b6cf10de8..57cff41fdc 100644
--- a/hermes_cli/update_cmd.py
+++ b/hermes_cli/update_cmd.py
@@ -632,6 +632,43 @@ def _format_time_ago(iso_ts: str) -> str:
     except Exception:
         return "recently"
 
+def _reload_process_scan_modules() -> None:
+    """Force-reload the process-scan modules from disk after an update.
+
+    ``_finish_dashboard_update_cleanup`` runs in the PRE-update Python
+    process, but ``_scan_dashboard_processes`` does a function-level
+    ``from hermes_cli._subprocess_compat import bounded_probe_run``. If the
+    update added a new symbol to ``_subprocess_compat`` (as #87134 did with
+    ``bounded_probe_run``), the cached OLD module object doesn't have it and
+    the cleanup step crashes with ImportError — after the code update itself
+    already succeeded. Reload dependency-first so ``dashboard_procs`` binds
+    against the fresh ``_subprocess_compat``.
+
+    Lives here (called from the cleanup entry point) rather than only in
+    ``_reload_config_modules`` so EVERY caller — the git-update path, the
+    Windows ZIP fallback path, and any future one — is covered.
+    """
+    import importlib
+
+    importlib.invalidate_caches()
+    for mod_name in (
+        "hermes_cli._subprocess_compat",
+        "hermes_cli.dashboard_procs",
+    ):
+        mod = sys.modules.get(mod_name)
+        if mod is not None:
+            try:
+                importlib.reload(mod)
+            except Exception as exc:
+                # warning, not debug: a failed reload here surfaces seconds
+                # later as an ImportError in the same process — leave a trail.
+                logger.warning(
+                    "Could not reload %s for post-update cleanup: %s",
+                    mod_name,
+                    exc,
+                )
+
+
 def _finish_dashboard_update_cleanup(node_failures: list[str]) -> None:
     """Refresh managed dashboards or stop stale manual ones after an update."""
     if node_failures:
@@ -640,6 +677,10 @@ def _finish_dashboard_update_cleanup(node_failures: list[str]) -> None:
         print("    Node.js dependency refresh did not complete.")
         return
 
+    # The scan path lazy-imports symbols from _subprocess_compat; make sure
+    # both modules reflect the freshly-updated source before touching them.
+    _reload_process_scan_modules()
+
     stop_result = _m()._kill_stale_dashboard_processes(restart_managed=True)
     if not stop_result.get("unrecovered"):
         return
diff --git a/tests/hermes_cli/test_update_stale_dashboard.py b/tests/hermes_cli/test_update_stale_dashboard.py
index dd3a8c5fbc..b6dde9bcfe 100644
--- a/tests/hermes_cli/test_update_stale_dashboard.py
+++ b/tests/hermes_cli/test_update_stale_dashboard.py
@@ -661,3 +661,87 @@ class TestCmdlineCapture:
         """
         live = self._live()
         assert live._dashboard_cmdline_for_pid(123) is None
+
+
+class TestPostUpdateStaleModuleReload:
+    """Regression tests for the post-update stale-module ImportError.
+
+    ``hermes update`` runs in the PRE-pull Python process. When the update
+    adds a new symbol to ``hermes_cli._subprocess_compat`` (as #87134 added
+    ``bounded_probe_run``), the post-update dashboard cleanup's lazy
+    ``from hermes_cli._subprocess_compat import bounded_probe_run`` hits the
+    stale cached module and crashes with ImportError — after the code update
+    itself already succeeded. The cleanup entry point must force-reload the
+    process-scan modules first (PR #87757 + ZIP-path widening).
+    """
+
+    def test_cleanup_reloads_before_scanning(self):
+        """_finish_dashboard_update_cleanup must reload the process-scan
+        modules BEFORE calling _kill_stale_dashboard_processes, on every
+        call path (git update and ZIP fallback both route here)."""
+        from hermes_cli import update_cmd
+
+        order: list[str] = []
+        with patch.object(
+            update_cmd, "_reload_process_scan_modules",
+            side_effect=lambda: order.append("reload"),
+        ), patch(
+            "hermes_cli.main._kill_stale_dashboard_processes",
+            side_effect=lambda **kw: order.append("kill") or {"unrecovered": []},
+        ):
+            update_cmd._finish_dashboard_update_cleanup([])
+
+        assert order == ["reload", "kill"]
+
+    def test_node_failures_skip_reload_and_kill(self):
+        """A failed Node refresh leaves the running dashboard untouched —
+        no reload, no kill (existing safety rule preserved)."""
+        from hermes_cli import update_cmd
+
+        with patch.object(update_cmd, "_reload_process_scan_modules") as mock_reload, \
+             patch("hermes_cli.main._kill_stale_dashboard_processes") as mock_kill:
+            update_cmd._finish_dashboard_update_cleanup(["dashboard"])
+
+        mock_reload.assert_not_called()
+        mock_kill.assert_not_called()
+
+    def test_reload_restores_missing_symbol(self):
+        """Simulate the stale-module state: strip ``bounded_probe_run`` off
+        the cached module object (what an old pre-#87134 module looks like)
+        and verify the reload restores it from disk — the exact state the
+        Windows update crash came from."""
+        import hermes_cli._subprocess_compat as compat
+        from hermes_cli import update_cmd
+
+        assert hasattr(compat, "bounded_probe_run")
+        try:
+            delattr(compat, "bounded_probe_run")
+            assert not hasattr(compat, "bounded_probe_run")
+
+            update_cmd._reload_process_scan_modules()
+
+            stale = sys.modules["hermes_cli._subprocess_compat"]
+            assert hasattr(stale, "bounded_probe_run")
+        finally:
+            importlib.reload(sys.modules["hermes_cli._subprocess_compat"])
+            importlib.reload(sys.modules["hermes_cli.dashboard_procs"])
+
+    def test_reload_failure_is_nonfatal(self):
+        """A reload failure must log and continue, never raise — the cleanup
+        step runs after the update already succeeded."""
+        from hermes_cli import update_cmd
+
+        with patch("importlib.reload", side_effect=RuntimeError("boom")):
+            update_cmd._reload_process_scan_modules()  # must not raise
+
+    def test_config_reload_list_includes_process_scan_modules(self):
+        """PR #87757's half: the git-path pre-cleanup reload also refreshes
+        the process-scan modules (belt to the entry-point suspenders)."""
+        from hermes_cli import update_cmd
+
+        reloaded: list[str] = []
+        with patch("importlib.reload", side_effect=lambda m: reloaded.append(m.__name__)):
+            update_cmd._reload_config_modules()
+
+        assert "hermes_cli._subprocess_compat" in reloaded
+        assert "hermes_cli.dashboard_procs" in reloaded