I've been reading this thread with interest, as I'm having some trouble with my music.
I've come back to Macs after 5 or so years away, and have a splendid iMac which does everything I want, apart from play music properly. I've got a fairly large music collection (60,000 or so files) and the other players all struggle. Play, Clementine and Songbird all seem promising but crash, or just don't seem to do what you need them to do.
So, I have two options, that I can see. Convert all my FLAC files to m4a and just use iTunes, or go for one of the paid options on the app store, like Enqueue. I just want to be able to tag my files and see my entire collection in the organiser.
So, any advice?
I have around 30,000 music files, plus numerous audiobooks, podcasts and other media, and despite it being far from perfect, I still haven't found a better solution than iTunes. I have all tracks organised carefully by genre and by using Apple Scripts all the labelling for all my songs is correct and tidy. Clementine, Songbird and the like are all promising but they don't cover everything and aren't in the same league as iTunes for depth of functionality in my experience.
For viewing your entire collection iTunes certainly achieves that with several interface options. I personally ripped all my music at 320 kbps (using a high quality encoder as not all 320 kbps encoding is the same) and personally I can't tell a difference. For me having CD/FLAC quality is more about ease of transferring and altering the file medium at any time in the future rather than sound quality these days.
60,000 songs might take some ripping, although you could queue them all up on a fast computer and then just leave it ripping for a week or so.