I bought a Zen Micro as a gift when in the US for $50 and only when I got home did I realise the inlcuded conversion software is Windows only. After a lot of experimenting I figured out how to convert a AVI file or rip directly from DVD. Below is the command line for doing this. You will need to download the excellent ffmegX application ffmegX Homepage Converting a file "/Library/Application Support/ffmpegX/mencoder" -ovc xvid -oac copy -xvidencopts bitrate=687 -vf scale=320:240 -o zen-filename.avi inputfile.avi Converting a DVD The below uses the first DVD drive and chooses the second chapter. On your system it will be different possibly. Also you might not want just one chapter. rdisk1 is the first disk dvd://2 is chapter two "/Library/Application Support/ffmpegX/mencoder" -dvd-device /dev/rdisk1 dvd://2 -ovc xvid -oac mp3lame -xvidencopts bitrate=687 -vf scale=320:240 -o -zen-filename.avi