Wow, a thousand, that would be a big job. I think I have around 250 that I ripped to FLAC in 2015 or 2016. The motivation back then was to have them on a micro-SD card or two and be able to have my whole collection on my then new FiiO DAP.
As time went on I transferred them onto one 256Gb card and now have that card in my latest DAP. I do a lot of streaming through Tidal but when I was able to tweak my Neutron Player properly on my Shanling M6 Pro21, it really opened up those standard 16/44.1 tracks in a new way. I now find that in this set-up on the new DAP,, these FLAC files provide me with a very clean, simple, vivid-sounding, unmediated- by- streaming, playback that I go back to quite often. It's sort of made me appreciated the CD collection that I built up starting back in the day. You might just want to take some of your favorites, rip them and go from there.