I've been tooling through the 2004 archives, and I have to say that this episode:
April 13, 2004: Basketball Oracle Hoopstradamus Calls In, Tom Makes Fun Of An Old Lady, And An In Studio Appearance By Home Movies' Loren Bouchard And Jon Benjamin.
is hall of fame worthy. Not only is Hoopstradomus a great character, but Jon Benjamin's artificial voice and debate with Petey is classic. Maybe the best part is when Tom took notice of Jon's voice modulator only a few minutes into the interview.