My question is about my lifetime PlexPass. I don’t see mention of that moving with the install. Does it just happen or are there other steps needed to have that happen?
Yes, if the migration is completed successfully the new server will retain its Plex Pass-enabled features. As far as its concerned, it is the old server.
For completeness’ sake, the Plex Pass is a feature of your account. So as long as your server is logged on/claimed with your account, it will have Plex Pass features enabled. In fact, you can have multiple servers, all associated with your account, and all with Plex Pass features.