Help with music software converting friend from windows

Ok i have a challenge

So my friend as i was been a windows user for all life..
I recently have converted and never going back.

I know once he comes over and use's it he will be converted.
but the biggest draw back at this stage is his music program.

if i can't find him a good music software compared to WINAMP.
He wont convert.

Must play FLAC

Hates itunes.. as most of us do to some extent.

So please give us some ideas.

HEre is a snap shot of how he has his layout.

Nothing we have found works the same way has the same control etc.
there is a basic winamp for mac but it's crap and basic.

Thanks

Anyone tried this app before ?


https://itunes.apple.com/us/app/enqueue/id493119959?ls=1&mt=12