I've been working on exactly the same thing you are talking about. I bought 500gb of external storage and moved my iTunes library over. Then I imported all the kids' movies so we wouldn't have to be swapping discs all the time. After I saw how great that worked, I was hooked and started slowly converting all my movies. The other posts are right....it does take awhile, but I just try to get a few converted here and there and don't try to get it all done at once. After you've used Handbrake to covert the movie, use MetaX to add tags to the movie. The best part of this is that MetaX actually goes to the net and pulls in the cover art for you. You just pick the correct art from the options that it finds, and MetaX adds it to the mp4 file for you. It's a great program.