Well… as cumbersome as it might be. The direct way is while staying on the same type of platform is to follow this support article:
https://support.plex.tv/articles/201370363-move-an-install-to-another-system/
As for a migration wizard / GUI supported migration… there used to be a feature suggestion but very little interest over the years (mostly because people simply don’t migrate their servers every other day).
I upgrade my hardware fairly frequently and am always faced with the daunting task of moving my Plex library to a new server while keeping the metadata, playlists, etc intact. Following the guides does allow me to do this, however, it is cumbersome and doesn’t always work. The last migration left me with certain video files that I could not dissociate an incorrect match no matter how many times I took it away, re-added the video while emptying trash, and re-scanning. Some large 4K video files th…