diff --git a/app.py b/app.py
index a1dcb06..f4e0635 100644
--- a/app.py
+++ b/app.py
@@ -4628,7 +4628,14 @@ def _run():
                         if cmds:
                             gs.set_commands(cmds); db.session.commit()
                             try:
-                                install_game_cron(remote, short_name, gs.lgsm_name, {c["cmd"] for c in cmds})
+                                supported = {c["cmd"] for c in cmds}
+                                install_game_cron(remote, short_name, gs.lgsm_name, supported)
+                                # install_game_cron schedules `monitor` when the game has it, and
+                                # that line IS the Autostart switch — record it, or the Details
+                                # page shows Off while monitor is scheduled and running.
+                                if "monitor" in supported and not gs.autostart:
+                                    gs.autostart = True
+                                    db.session.commit()
                             except Exception:
                                 _log.debug("_run: ignored non-fatal error", exc_info=True)
                     except Exception:
@@ -8284,6 +8291,27 @@ def api_server_delete_path(server_id):
     # editable here too — nothing is locked in the generic editor any more (see
     # ssh_manager._cron_managed_patterns, which now returns []). This comment previously claimed
     # they were read-only, which read as a security guarantee that the code does not make.
+    def _sync_toggles_from_cron(gs, jobs):
+        """Make the crontab the source of truth for the Autostart / Daily-restart switches.
+
+        Both switches are stored as columns, but what they really mean is "is this line in the
+        crontab". Three paths wrote the line without touching the column — install_game_cron() at
+        install time, an import that adopted an existing setup, and deleting the line by hand in
+        Scheduled Tasks (whose own help text promised that deleting `monitor` turns Autostart off).
+        So the Details page could show Off while `*/5 * * * * ... monitor` was scheduled and
+        running. Reconciles on every read or write of the cron list; returns True if it changed
+        anything."""
+        roles = {j.get("role") for j in (jobs or [])}
+        changed = False
+        for field, role in (("autostart", "autostart"), ("daily_restart", "daily-restart")):
+            live = role in roles
+            if bool(getattr(gs, field)) != live:
+                setattr(gs, field, live)
+                changed = True
+        if changed:
+            db.session.commit()
+        return changed
+
     @app.route("/api/server/<int:server_id>/cron", methods=["GET", "POST"])
     @login_required
     @server_access_required
@@ -8299,13 +8327,17 @@ def api_server_cron(server_id):
                     upgrade_managed_cron_tracking(gs.remote, gs.short_name, gs.lgsm_name)
                 except Exception:
                     app.logger.debug("cron tracking upgrade skipped", exc_info=True)
-                return jsonify({"jobs": list_cron_jobs(gs.remote, gs.short_name, gs.lgsm_name)})
+                jobs = list_cron_jobs(gs.remote, gs.short_name, gs.lgsm_name)
+                _sync_toggles_from_cron(gs, jobs)
+                return jsonify({"jobs": jobs})
             except Exception:
                 return jsonify({"error": _log_and_generic("list_cron_jobs failed")}), 500
         data = _json_body()
         try:
             ok, msg = add_cron_job(gs.remote, gs.short_name, data.get("schedule"),
                                    data.get("command"), gs.lgsm_name)
+            if ok:
+                _sync_toggles_from_cron(gs, list_cron_jobs(gs.remote, gs.short_name, gs.lgsm_name))
             log_action(current_user, "cron_add", target=gs.name, success=ok,
                        detail=(data.get("schedule") or "")[:120])
             return jsonify({"success": ok, "message": msg or ("Added" if ok else "Failed")})
@@ -8339,6 +8371,9 @@ def api_server_cron_delete(server_id):
         data = _json_body()
         try:
             ok, msg = delete_cron_job(gs.remote, gs.short_name, data.get("raw") or "", gs.lgsm_name)
+            if ok:
+                # The card's own help text promises that deleting `monitor` turns Autostart off.
+                _sync_toggles_from_cron(gs, list_cron_jobs(gs.remote, gs.short_name, gs.lgsm_name))
             log_action(current_user, "cron_delete", target=gs.name, success=ok)
             return jsonify({"success": ok, "message": msg or ("Deleted" if ok else "Failed")})
         except Exception:
diff --git a/tests/smoke_test.py b/tests/smoke_test.py
index 270052f..e6b3eae 100644
--- a/tests/smoke_test.py
+++ b/tests/smoke_test.py
@@ -1817,6 +1817,50 @@ def _act_btns(html):
           'data-action="clearConsole"' in _det_html
           and 'data-action="clearConsole"' not in _fil_html)
 
+    # ── The Autostart switch must follow the crontab, not a stale column ──────────────────────────
+    # What "Autostart" MEANS is "is `*/5 * * * * ./server monitor` scheduled". It was stored as a
+    # column that three paths never updated — install, import, and deleting the line by hand — so
+    # the Details page could read Off while monitor was scheduled and running every 5 minutes.
+    _sv_lcj = _am.list_cron_jobs
+    try:
+        _mon = {"raw": "*/5 * * * * /home/csgoserver/csgoserver monitor", "schedule": "*/5 * * * *",
+                "command": "/home/csgoserver/csgoserver monitor", "managed": False,
+                "role": "autostart", "last_run": None, "ok": None, "error": ""}
+        with app.app_context():
+            db.session.get(GameServer, gs_id).autostart = False      # the stale column
+            db.session.commit()
+        _am.list_cron_jobs = lambda *a, **k: [_mon]
+        c.get("/api/server/%d/cron" % gs_id)
+        with app.app_context():
+            _now = db.session.get(GameServer, gs_id).autostart
+        check("autostart: reading the cron corrects a switch that said Off while monitor is scheduled",
+              _now is True, "still %r" % _now)
+
+        _am.list_cron_jobs = lambda *a, **k: []                       # monitor line gone
+        c.get("/api/server/%d/cron" % gs_id)
+        with app.app_context():
+            _now = db.session.get(GameServer, gs_id).autostart
+        check("autostart: and turns it back Off once the line is no longer there", _now is False,
+              "still %r" % _now)
+
+        # The card's help text promises this; now it is true.
+        _sv_del = _am.delete_cron_job
+        try:
+            with app.app_context():
+                db.session.get(GameServer, gs_id).autostart = True
+                db.session.commit()
+            _am.delete_cron_job = lambda *a, **k: (True, "Deleted")
+            _am.list_cron_jobs = lambda *a, **k: []
+            c.post("/api/server/%d/cron/delete" % gs_id, json={"raw": _mon["raw"]})
+            with app.app_context():
+                _now = db.session.get(GameServer, gs_id).autostart
+            check("autostart: deleting the monitor line turns the switch off, as the card promises",
+                  _now is False, "still %r" % _now)
+        finally:
+            _am.delete_cron_job = _sv_del
+    finally:
+        _am.list_cron_jobs = _sv_lcj
+
     # ── Bearer API tokens: the other way into every route ─────────────────────────────────────────
     # A token authenticates AS its owner and inherits exactly that user's RBAC, and app.py exempts
     # Bearer requests from CSRF — so this is a full authentication path that had no test at all.