Audio ripping requires EAC on secure mode. Use this guide:
http://www.ubernet.org/index.php?p=UberGuide.
DVD ripping is complex. To get stuff onto your iPod, use this guide:
http://www.videora.com/en-us/Converter/guides.html#1000, which walks you through using the Videora iPod Converter and DVD Decrypter 3.5.4.0, the best ripper there is. DVD Shrink is good for making dual-layer DVDs fit on single-layer DVDs, but I should really let the people at
http://www.doom9.org talk instead.