My own take for getting surprised is to check out (usually) European jazz radio stations on internet radio.
foobar2000 handles my multi-TB library just fine, with very fast searching and playlist creation capabilities.
AirSonic provides streaming on the go, with a "Random Album" list which is an amazing way to explore your library.
That’s funny. I have much less music locally and that’s why I like listening to it over streaming services.
The cloud may have terabytes and terabytes of all kinds of music, but 99.99% of that does nothing for me.
The music I have purchased and curated locally is my collection and I know I like everything there. It’s a guaranteed 100% match.
I use cloud streaming only to discover new acts and albums, and then it’s right back to Plex.
I’m not using local stuff for discovering new music. That’s what’s the internet is for.
I have mpd+emms set up with an always on emms playlist window and dedicated dired window for my music collection.
I can't say the same for my book collection though. I tried calibre but didn't like it. Been experimenting with some custom scripts that work but are in dire need of indexing and optimization.