There is work involved. You can either perfectly move from one platform to another and have it be transparent -or- you can start over. Choose one.
If you create a “PlexData” shared folder then restart Plex, you’ll find a new linkage in PlexData/Plex Media Server which will greatly ease the task of migrating.
Here, I have restated the process. It is what it is. (this is for a Linux workstation but the actual PMS work is the same. If you treat both boxes as Linux machines, it will work for you as well.