This is a very little thing, but...
Could the "title" of the podcasts please be a little shorter? When a track has a name like "WFMU's The Best Show on WFMU with Tom Scharpling from 8/19/2008", it is WAY too long to display on most MP3 player screens, so if you've got a backlog of shows on your player, it's damn near impossible to know which show is which. So you have to start one, fast forward through the multiple intros, and then figure out if it's the one you wanted, realize it's not, and then start again on the next one...
AGH! The little things!
Maybe just put the date first: "8/19/2008 - WFMU's The Best Show..."?
You might as well give up hope on this one, bub. Trust me, I've already fought this fight before.
The ID3 tag format is dictated by WFMUs internal guidelines for naming shows for the podcast feed. It has something to do with marketing or something. When I first started uploading the podcasts, I used my ID3 title naming scheme (e.g., "TBSOWFMU - 2006-05-02") which sorts in chronological order on an MP3 player, but I was requested by FMU management to adhere to thier naming standards. I'm not a big fan of it, but then again, what do you expect for FREE, eh?
If this bothers you that much, you might wanna try making your own "mashed up" version of the feed using Yahoo Pipes. You can rename tags using regular expressions to your hearts content, and resubscribe to the Pipes feed in iTunes with your magically cleaned up tags in place