diff --git a/contributors/emails/azureuser@Main.n1l05aasmpie5onxhehb5y5gra.lx.internal.cloudapp.net b/contributors/emails/azureuser@Main.n1l05aasmpie5onxhehb5y5gra.lx.internal.cloudapp.net
new file mode 100644
index 000000000000..17fc35d31a58
--- /dev/null
+++ b/contributors/emails/azureuser@Main.n1l05aasmpie5onxhehb5y5gra.lx.internal.cloudapp.net
@@ -0,0 +1 @@
+AgenticSpark
diff --git a/hermes_cli/doctor.py b/hermes_cli/doctor.py
index 6dfaa1071764..b4c5e678d8a0 100644
--- a/hermes_cli/doctor.py
+++ b/hermes_cli/doctor.py
@@ -1817,18 +1817,32 @@ def run_doctor(args):
         # Hermes-managed node prefix, which isn't necessarily on PATH. Mirror
         # dep_ensure._has_hermes_agent_browser() so doctor and dep_ensure agree
         # on what "installed" means; otherwise doctor false-negatives (#53192).
-        _managed_ab = HERMES_HOME / "node" / "bin" / "agent-browser"
-        _legacy_ab = HERMES_HOME / "node_modules" / ".bin" / "agent-browser"
+        # Resolve with PATHEXT-aware ``shutil.which`` (not a bare is_file())
+        # so Windows picks the executable ``.cmd`` shim — the same class of
+        # miss fixed for _has_agent_browser() in #73932.
+        def _which_in(directory) -> str | None:
+            try:
+                if not directory.is_dir():
+                    return None
+                return shutil.which("agent-browser", path=str(directory))
+            except Exception:
+                return None
+
+        _managed_ab = (
+            _which_in(HERMES_HOME / "node" / "bin")
+            or _which_in(HERMES_HOME / "node")
+        )
+        _legacy_ab = _which_in(HERMES_HOME / "node_modules" / ".bin")
         if agent_browser_path.exists():
             check_ok("agent-browser (Node.js)", "(browser automation)")
             agent_browser_ok = True
         elif _which_ab and agent_browser_runnable(_which_ab):
             check_ok("agent-browser", "(browser automation)")
             agent_browser_ok = True
-        elif _managed_ab.is_file() and agent_browser_runnable(str(_managed_ab)):
+        elif _managed_ab and agent_browser_runnable(_managed_ab):
             check_ok("agent-browser", "(browser automation)")
             agent_browser_ok = True
-        elif _legacy_ab.is_file() and agent_browser_runnable(str(_legacy_ab)):
+        elif _legacy_ab and agent_browser_runnable(_legacy_ab):
             check_ok("agent-browser", "(browser automation)")
             agent_browser_ok = True
         elif _which_ab:
diff --git a/tests/hermes_cli/test_doctor.py b/tests/hermes_cli/test_doctor.py
index b2fe505f3bb6..29aa0f38cbc0 100644
--- a/tests/hermes_cli/test_doctor.py
+++ b/tests/hermes_cli/test_doctor.py
@@ -751,6 +751,7 @@ def _run_doctor_with_managed_agent_browser(monkeypatch, tmp_path, runnable):
     (home / "config.yaml").write_text("memory: {}\n", encoding="utf-8")
     managed_ab = home / "node" / "bin" / "agent-browser"
     managed_ab.write_text("#!/bin/sh\n", encoding="utf-8")
+    managed_ab.chmod(0o755)
     project = tmp_path / "project"
     project.mkdir(exist_ok=True)  # no node_modules/agent-browser here
 
@@ -759,12 +760,18 @@ def _run_doctor_with_managed_agent_browser(monkeypatch, tmp_path, runnable):
     monkeypatch.setattr(doctor_mod, "HERMES_HOME", home)
     monkeypatch.setattr(doctor_mod, "PROJECT_ROOT", project)
     monkeypatch.setattr(doctor_mod, "_DHH", str(home))
-    # node on PATH, agent-browser is NOT on PATH (only in the managed bin)
-    monkeypatch.setattr(
-        doctor_mod.shutil,
-        "which",
-        lambda cmd: "/usr/bin/node" if cmd in {"node", "npm"} else None,
-    )
+
+    # node on PATH, agent-browser is NOT on PATH (only in the managed bin).
+    # The managed-dir rung resolves via shutil.which(..., path=<dir>) so
+    # Windows picks the .cmd shim — mirror that shape here.
+    def _fake_which(cmd, path=None):
+        if path is not None:
+            if cmd == "agent-browser" and str(managed_ab.parent) == str(path):
+                return str(managed_ab)
+            return None
+        return "/usr/bin/node" if cmd in {"node", "npm"} else None
+
+    monkeypatch.setattr(doctor_mod.shutil, "which", _fake_which)
     # agent_browser_runnable is imported into doctor's namespace
     monkeypatch.setattr(
         doctor_mod,