Two episodes in particular stick out to me...I don't know if they still hold up as the quality of the podcasts has gotten that much better, but the episode with Mrs.Cheapy and Mrs.Wombat. It was a great change of pace, and interesting to get a better feel of our two favorite c- and d-list internet celebrities. Umm, and then what I believe was the first live show, where we are introduced to thorbohn3 over and over again...and then something about his mother calling you.
But in general, I think that CheapyD's early stuff humor-wise is just solid gold. He was a bit more risque back in the day, and it was some rotfl stuff. The quality of the shows have gotten better in terms of content, but the entertainment value has waned...as CheapyD doesn't push the edges as much and Wombat comes better prepared. In the early days, I railed on Wombat for being a bit of a nincompoop and being constantly unprepared, but now in retrospect things were much funnier back then as Wombat was challenged and on his toes.