I've read in at least one place that iTunes >7 and newer iPods are supposed to support fairly good gapless playback, including this guy who clearly isn't even much of an ipod fan. Well I do get pretty decent gapless playback in iTunes on the Mac, neither my iPod-with-video 5th gen or iPod Touch 2nd gen running iOS4 get it quite right. I've heard worse, but there's still a definite pop. It is of course especially noticeable when there's loud music over the break. I've been thinking about re-ripping some of my CDs into AAC 256k instead of MP3 192k VBR, but with the few I've done so far there's no improvement. Any insight on settings that will help?