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Re:Goodbye iPod, and Thanks for All the Tunes by Terretta on Tuesday January 09, 2018 @07:09AM (#16105534)
My recollection was Creative Nomad played .wma, which at the time blew away .mp3 quality.

And the Creative Nomad ZEN Xtra with 60GB was phenomenal for a reasonably sized library.

For software, I recall two options:

MediaMonkey Gold, a media player that synced with ZEN players and could automatically convert media formats.

Notmad Explorer, a software suite from Red Chair Software that allowed for file and playlist management for the ZEN players.

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