The show won its 1993 Emmy for outstanding individual achievement in writing in a variety or music program after it had been cancelled.
In college, playwright Jenelle Riley wrote her graduate thesis on The Ben Stiller Show's effect on comedy. It was subsequently published rumored to be used as an aid when putting together the DVD.
The tune that plays in the background after the opening credits by Dweezil Zappa is an alternate version of the instrumental track "Groove Holmes" by the Beastie Boys, from their 1992 album "Check Your Head." Ben Stiller is a noted fan of the Beastie Boys.
The sketch "Low Budget Tales of Horror", where Ben plays an acerbic radio DJ who finds himself in hell, is based almost exactly on an episode of _"Tales From The Darkside" (1984)_ starring his father, Jerry Stiller.
The castle where "Cops in Medieval Times" takes place is the same that was used for Army of Darkness. The stairway that Ash and Evil Ash swordfight on is visible.
As stated in the DVD set, this episode did not air on TV - at least not during the original Fox run.