Handbrake sucks, the easiest thing to do is use DVDdecrypter to quickly turn the DVD into a single DVD file (ifo/vob, etc). It takes about 6-10 minutes. THEN use Videora iPod Converter (the QUICKEST and BEST video to MPEG4/H.264 converter EVA!) to convert that file to whatever quality format you want. Those straight to DVD to iPod programs always suck and usually have bad A/V sync so I always use my tutorial.