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You can download two free programs – such as ‘DVD Shrink’ and ‘Videora‘.
Instructions - Visit www.afterdawn.com and type in the search box DVD Shrink. This particular program rips the movie off of your dvd. Then visit www.videora.com and download Videora. This program converts video files to the mp4 format, (the correct video format for the ipod). Make sure you download to a folder where you know is such as ‘videos folder’. Next, go to Videora and open up your movie file from wherever you saved it and it will convert it for you. Then go to iTunes and open up the converted movie file in iTunes and update your ipod.
