- What is something you regret saying on the show over the first ten years?
Prompted by the recent 500th episode, the hosts trade things they regret saying over the show's first ten years: a post-Katrina comment framing the hurricane as judgment on New Orleans; an early heated on-air argument that sounded like a genuine fight; one host's repeated use of a mild vulgarity he now calls unnecessary; a running 'smelly senator' gag aimed at a senate candidate; ethnicity-based impressions; a comment about Mary that drew YouTube complaints; and calling God 'homeboy' as a hill to die on. The conversation turns reflective about how much unedited audio exists from the early two-hour internet-radio days, and a host invites listeners to report offenses on the complaint line. It closes with season-numbering jokes and a gag about killing off one of the voices as a season finale.