Josh - my memory is cloudy, but here's what I remember...
I'm 80% sure I have heard that May 15, 2001 show somewhere, but I don't appear to have it myself. From what I remember, Tom comes into the studio late - there's a substitute host for most of the show. Tom has just seen Episode I and then driven right to the studio and wants people to call in and he'll talk about it. People aren't calling in. Tom gets (real or radio) frustrated that they aren't calling in and says he's not going to archive the show - you either heard it or you missed it. A few fanboys call in and Tom answers their questions or refuses to answer. I do not believe there were any JW or other comedy calls.
I have no idea how I would have heard the show - I didn't start listening to the archives until 2003/2004. So it may have been up somewhere else at one time.
This is different, of course, from the "Star Wars Insider" show from December 19, 2000, which used to be available at theforce.net:
December 19, 2000: Star Wars Caller [Withheld Food] (0:48), Star Wars [Lemon Pledge] (0:54), Hot Rockin’ Ronny [Kris Kringle/Stark, Florida/RM radio] (1:43) (
http://download.theforce.net/wfmu/interview.ram)