I'm an iTunes user, I like that it organizes my music in folders as well as in the program itself. I like being able to search by artist or song title on a whim. The search feature also comes in handy from time to time.
I find putting playlists together beyond simple, and then burning them either as audio cd, mp3, or data again very simple.
I find burning from WMP more of a hassel, and not as easy as on iTunes.
As for Winamp I don't like the playlists, and I don't like adding a file to a playlist, double clicking it an having it play. IIRC there a way to add files to a playlist and lose all the files in your playlist. I don't recall what I did but I remember almost throwing a computer monitor out of a window at a formal christmas party, as when I added a song it'd start to play that song (halfway through the song that was currently playing) and then I lost the playlist once.
iTunes never gave me any problems.
Also I don't have an iPod, and my MP3 player is a click and drag storage unit so syncing isn't a factor.
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"Calgary Flames is the best team in all the land" - My Brainwashed Son
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