I would really like to do playlists for items to set a chronological universe play order.
Example: all Marvel TV Shows and movies in chron order, not release date order.
That and being able to know where I left off in said playlist.
Be even cooler if it was as easy as import list auto adds content to imported list even if some are missing. I had also noticed playlists remove items when replaced so have to re-add and shuffle the lists again.
You should already be able to sort items in a playlist to your liking (e.g. chronologically).
There’s been a number of suggestions discussing options to import playlists or create playlists based on files, e.g. Option to use existing m3u for playlist feature
Plex drops items from a playlist that have been removed/deleted from Plex. If you replace a file, make sure to add the new file before deleting the old one – this way, Plex will link the new file to the existing library item and you won’t loose manual edits or playlist assignments.