diff --git a/cli.py b/cli.py
index d429e14fc9e..b203147492e 100644
--- a/cli.py
+++ b/cli.py
@@ -5097,9 +5097,9 @@ class HermesCLI:
                 resolved_id = self.session_id
             if resolved_id and resolved_id != self.session_id:
                 ChatConsole().print(
-                    f"[{_DIM}]Session {_escape(self.session_id)} was compressed into "
+                    f"[dim]Session {_escape(self.session_id)} was compressed into "
                     f"{_escape(resolved_id)}; resuming the descendant with your "
-                    f"transcript.[/]"
+                    f"transcript.[/dim]"
                 )
                 self.session_id = resolved_id
                 resolved_meta = self._session_db.get_session(self.session_id)
@@ -5378,7 +5378,7 @@ class HermesCLI:
             if quiet:
                 print(msg, file=sys.stderr)
             else:
-                self._console_print(f"[{_DIM}]{_escape(msg)}[/]")
+                self._console_print(f"[dim]{_escape(msg)}[/dim]")
             return
 
         try:
@@ -5388,7 +5388,7 @@ class HermesCLI:
             if quiet:
                 print(msg, file=sys.stderr)
             else:
-                self._console_print(f"[{_DIM}]{_escape(msg)}[/]")
+                self._console_print(f"[dim]{_escape(msg)}[/dim]")
             return
 
         # Retarget the terminal/code-exec tools to match the process cwd.
@@ -5398,7 +5398,7 @@ class HermesCLI:
         if quiet:
             print(msg, file=sys.stderr)
         else:
-            self._console_print(f"[{_DIM}]{_escape(msg)}[/]")
+            self._console_print(f"[dim]{_escape(msg)}[/dim]")
 
     def _preload_resumed_session(self) -> bool:
         """Load a resumed session's history from the DB early (before first chat).
diff --git a/tests/cli/test_cli_resume_command.py b/tests/cli/test_cli_resume_command.py
index eb691ab006a..cdb23f54655 100644
--- a/tests/cli/test_cli_resume_command.py
+++ b/tests/cli/test_cli_resume_command.py
@@ -221,3 +221,69 @@ class TestPendingResumeNumberedSelection:
 
         # A non-resume command disarms the one-shot prompt (#34584).
         assert cli_obj._pending_resume_sessions is None
+
+
+class TestRestoreSessionCwdMarkup:
+    """Regression: _restore_session_cwd must not crash with Rich MarkupError.
+
+    Lines that used ``[{_DIM}]`` inside Rich markup triggered
+    ``rich.errors.MarkupError: closing tag [/] at position N has nothing to
+    close`` because ``_DIM`` is an ANSI escape (``\\x1b[2;3m``), not a valid
+    Rich tag.  The fix replaces ``[{_DIM}]`` with Rich's native ``[dim]`` tag.
+    See: https://github.com/NousResearch/hermes-agent/issues/39469
+    """
+
+    def test_missing_dir_does_not_raise_markup_error(self):
+        """Session cwd gone → dim warning, no MarkupError."""
+        cli_obj = _make_cli()
+        console = MagicMock()
+        cli_obj._output_console = MagicMock(return_value=console)
+
+        # Use a path that definitely does not exist.
+        cli_obj._restore_session_cwd({"cwd": "/nonexistent/path/to/nowhere"})
+
+        # Should have printed a warning via console.print, not crashed.
+        assert console.print.called
+        printed = str(console.print.call_args)
+        assert "Working directory is gone" in printed or "gone" in printed.lower()
+
+    def test_chdir_failure_does_not_raise_markup_error(self, tmp_path):
+        """os.chdir fails → dim warning, no MarkupError."""
+        import os
+        cli_obj = _make_cli()
+        console = MagicMock()
+        cli_obj._output_console = MagicMock(return_value=console)
+
+        # Create a directory, then make it unreadable (simulate chdir failure).
+        target = tmp_path / "locked"
+        target.mkdir()
+
+        # Patch os.chdir to raise OSError for our target path.
+        original_chdir = os.chdir
+        def fake_chdir(path):
+            if str(path) == str(target):
+                raise OSError("Permission denied")
+            return original_chdir(path)
+
+        with patch("os.chdir", side_effect=fake_chdir):
+            cli_obj._restore_session_cwd({"cwd": str(target)})
+
+        assert console.print.called
+        printed = str(console.print.call_args)
+        assert "Could not enter" in printed or "permission" in printed.lower()
+
+    def test_success_path_does_not_raise_markup_error(self, tmp_path):
+        """Successful cwd switch → dim info, no MarkupError."""
+        import os
+        cli_obj = _make_cli()
+        console = MagicMock()
+        cli_obj._output_console = MagicMock(return_value=console)
+
+        original_cwd = os.getcwd()
+        try:
+            cli_obj._restore_session_cwd({"cwd": str(tmp_path)})
+            assert console.print.called
+            printed = str(console.print.call_args)
+            assert "Working directory" in printed or "working" in printed.lower()
+        finally:
+            os.chdir(original_cwd)