i've been poking around the net for a place to download full shows for free, and i recently came upon http://www.stash.nugs.net/
they have much more than Grateful Dead in there, i highly reccomend the Bluegrass Sessions and Yonder Mountain shows as well.
all the shows are free to download, and you need the java plugin to use their downloader with Firefox. the site doesn't use any external program to download it, though when you put the tunes into iTunes or w/e they appear in alphabetical order. just have to manually edit each song to the track order.
didn't see this posted anywhere else on here, but yell at me if it is.