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Lack of support for third party codecs (FLAC specifically).

Lack of auto conversion support when transferring to devices.

"Genius" Playlists never work for anything obscure

Ping is terrible

Lack of tagging support (no autotag feature)

I use mediamonkey (i'm on PC), once you switch you can never go back. I can organize my collection exactly how I want it from in the software, i can browse my harddrives to preview music before I add to my library. It supports pretty much every codec under the sun AND will convert it to compatible versions for whatever device i'm syncing to.

There is also a plugin for discogs tagging support (one of the best online discographies in the world), a plug in for "autodj" (based off last.fm).

I realize that not everyone in the world is as anal about organizing music as I am, but for the job, itunes can't compete.




I do believe that by installing Perian you get support for more formats in iTunes as well as Quicktime.




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