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DO NOT update WMP on the Axim from the Microsoft site. You've got the latest version already, and downgrading WMP can set you up for a hard reset. Bad juju.
That said, some bitrates don't want to play. When I first started encoding WMAs for my Axim, I used the default Pocket PC CD-quality setting in Windows Media Encoder 9, but WMP on the Axim wouldn't play it. I've since encoded WMAs in 48kbps, 44kHz, stereo, bit rate-based VBR, and they play and sound great. Using that method, I got 521MB of MP3s down to 177MB of WMAs, almost 7.5 hours of music.
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