I moved my retro game library to Jellyfin, and now I can play them from anywhere
(www.xda-developers.com)
Yes.
Primary file will be whatever installer/iso. Supplementary stuff is a bit awkward but can be put in, and then it pulls metadata from (primarily) IGDB and Mobygames
What you're not going to pull off is a deeply automated import of PC stuff in the way you can throw a whole ROM library at it and let the scan work.