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There are some old questions surrounding this topic, but the landscape has changed a bit in the last couple of years. I'm looking for some fresh answers.
Why I'm looking
Over the years iTunes has become increasingly bloated without adding much of anything I care about. It looks a little slicker in some ways. Less usable in others. Like the iPhone, it's just not that exciting any more.
What I've got
I have a large-ish library of mostly AAC files (around 65 gigs). I have one iOS device (iPad, which I hardly use) and two Androids (an Android 2.3 phone and 4.3 tablet). I listen to my library mostly on my MacBook Pros (10.6 and 10.7). I have extensively rated, categorized, and tagged (via comments) my entire catalog and I use this data to create detailed playlists.
What I expect
I'm looking for something that is focused on an ordered library and listening experience; maximizing compatibility and sound quality; and killer application performance. Integration with services like Last.fm (personal fave), Pandora, and Spotify is a plus.
What have you found?
Has anyone here successfully made the break? Can you help those of us who long to escape the Apple ecosystem, even if only for a minute?
Have you made the switch successfully? If so, what app did it for you and why and can you share your tips with the rest of us? Moving a music library around is a big effort and I would love to learn from your experience before diving in.