diff --git a/hermes_cli/gateway_windows.py b/hermes_cli/gateway_windows.py
index a7f4b983dcbf..9a2077200021 100644
--- a/hermes_cli/gateway_windows.py
+++ b/hermes_cli/gateway_windows.py
@@ -302,6 +302,9 @@ def _build_gateway_cmd_script(
     The script:
       - cd's into the project directory
       - exports HERMES_HOME, PYTHONIOENCODING, VIRTUAL_ENV
+      - on uv-managed venvs (per ``_resolve_detached_python``), also exports
+        PYTHONPATH so the base ``pythonw.exe`` can import the venv's
+        ``site-packages``
       - invokes ``pythonw -m hermes_cli.main [--profile X] gateway run``
         directly so the wrapper cmd.exe exits without a visible gateway console
 
@@ -314,12 +317,21 @@ def _build_gateway_cmd_script(
     lines.append(f'set "HERMES_HOME={hermes_home}"')
     lines.append('set "PYTHONIOENCODING=utf-8"')
     lines.append('set "HERMES_GATEWAY_DETACHED=1"')
-    # VIRTUAL_ENV lets the gateway's own python detection find the venv
-    # if someone imports hermes_constants-based logic during startup.
-    venv_dir = str(Path(python_path).resolve().parent.parent)
-    lines.append(f'set "VIRTUAL_ENV={venv_dir}"')
+    # Mirror _build_gateway_argv: uv-managed venvs ship a shim pythonw.exe
+    # that respawns the base console python.exe, which surfaces as a visible
+    # cmd.exe window when launched from the Scheduled Task. Resolve to the
+    # base interpreter and inject site-packages on PYTHONPATH the same way
+    # the direct-spawn path does.
+    pythonw_path, venv_dir, extra_pythonpath = _resolve_detached_python(python_path)
+    lines.append(f'set "VIRTUAL_ENV={venv_dir.resolve()}"')
+    if extra_pythonpath:
+        # The emitted ``.cmd`` is consumed by cmd.exe on Windows, so use the
+        # Windows path separator literally rather than ``os.pathsep`` — the
+        # latter would yield ``:`` if this script were ever generated off
+        # Windows (e.g. cross-platform build tooling or unit tests).
+        pythonpath_value = ";".join([working_dir, *extra_pythonpath])
+        lines.append(f'set "PYTHONPATH={pythonpath_value}"')
 
-    pythonw_path = _derive_venv_pythonw(python_path)
     prog_args = [pythonw_path, "-m", "hermes_cli.main"]
     if profile_arg:
         prog_args.extend(profile_arg.split())
diff --git a/tests/hermes_cli/test_gateway_windows.py b/tests/hermes_cli/test_gateway_windows.py
index e61302198282..a4d22513fcd1 100644
--- a/tests/hermes_cli/test_gateway_windows.py
+++ b/tests/hermes_cli/test_gateway_windows.py
@@ -67,6 +67,56 @@ def test_build_gateway_argv_uses_base_pythonw_for_uv_venv_launcher(monkeypatch,
     assert str(site_packages) in env_overlay["PYTHONPATH"].split(gateway_windows.os.pathsep)
 
 
+def test_build_gateway_cmd_script_uses_base_pythonw_for_uv_venv_launcher(monkeypatch, tmp_path):
+    """Scheduled-Task .cmd wrapper must mirror _build_gateway_argv on uv venvs.
+
+    The venv/Scripts/pythonw.exe shipped by uv is a launcher shim that
+    respawns the base console python.exe, which renders as a visible cmd.exe
+    window when started by the Scheduled Task. The .cmd generator must
+    resolve to the base pythonw.exe and inject the venv site-packages on
+    PYTHONPATH the same way the direct-spawn path does.
+    """
+    project = tmp_path / "project"
+    scripts = project / "venv" / "Scripts"
+    site_packages = project / "venv" / "Lib" / "site-packages"
+    base = tmp_path / "uv" / "python" / "cpython-3.11-windows-x86_64-none"
+    scripts.mkdir(parents=True)
+    site_packages.mkdir(parents=True)
+    base.mkdir(parents=True)
+
+    venv_python = scripts / "python.exe"
+    venv_pythonw = scripts / "pythonw.exe"
+    base_pythonw = base / "pythonw.exe"
+    for exe in (venv_python, venv_pythonw, base_pythonw):
+        exe.write_text("", encoding="utf-8")
+    (project / "venv" / "pyvenv.cfg").write_text(
+        f"home = {base}\nimplementation = CPython\nuv = 0.11.14\nversion_info = 3.11.15\n",
+        encoding="utf-8",
+    )
+
+    content = gateway_windows._build_gateway_cmd_script(
+        str(venv_python),
+        str(project),
+        str(tmp_path / "hermes-home"),
+        "--profile alice",
+    )
+
+    assert str(base_pythonw) in content
+    assert str(venv_pythonw) not in content
+    assert f'set "VIRTUAL_ENV={(project / "venv").resolve()}"' in content
+    pythonpath_line = next(
+        line for line in content.splitlines() if line.startswith('set "PYTHONPATH=')
+    )
+    pythonpath_value = pythonpath_line.split("=", 1)[1].rstrip('"')
+    # The generated script is Windows-targeted, so its PYTHONPATH always
+    # uses ``;`` as the separator regardless of the host OS running this
+    # test. Use the literal Windows separator instead of os.pathsep.
+    pythonpath_entries = pythonpath_value.split(";")
+    assert str(project) in pythonpath_entries
+    assert str(site_packages) in pythonpath_entries
+    assert "gateway run" in content
+
+
 def _arrange_startup_fallback(monkeypatch, tmp_path, running_pids):
     script_path = tmp_path / "Hermes_Gateway_alice.cmd"
     startup_entry = tmp_path / "Startup" / "Hermes_Gateway_alice.cmd"