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Pocket Player 3.51 has gapless playback and several other features (such as iPod Touch-like scrolling, etc.) I have an iPod Touch and got my Mogul two weeks ago (and after research got Pocket Player as my software, it has many other nice features, such as online streaming from Shoutcast and some cool visualizations.) I have to tell you, my iPod is getting pretty p*ssed at me, sitting around not being used. I have the Plantronics 590a Bluetooth stereo headset (the sound quality is pretty good, near my Bose Series 2), but I also bought the 3.5 mm adapter to use with my Bose headphones.
I'm really pretty happy with the software, as well as the Mogul. I am not having the problems that many seem to have (once I went to Rom 2.17, the problems all went away.) Google the software, it's like $25 and absolutely worth it.
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