What is that?
Do you mean 2FA?
Did you copy all the data, including the registry branch?
If you did, is the old server machine still running?
Settings in the web app are stored locally in a cookie, in the web browser. If your web browser is clearing all cookies when it’s closed (nowadays almost the default behaviour), then all settings of the web app revert to their defaults.
Tell your browser to retain cookies from plex.tv
The web app has absolutely nothing to do with the Plex server. The web app is not needed for the server to serve content to other clients (local or remote).
Plex server is only visible to you by its task tray icon.
If you want to ensure that Plex server is always running, even after Windows has performed a restart (e.g. due to the automatic installation of Windows updates) then run Plex server as a Windows service.