Sounds like you need to a) transcode to flac, at least for the file size limits b) use beets.io or Musicbrainz to match your music and write metadata to them.

Sounds like you need to a) transcode to flac, at least for the file size limits b) use beets.io or Musicbrainz to match your music and write metadata to them. Updating your library will make it much easier to use with any sort of streaming frontend.