13. Jeff Ross Doesn't Respect His Elders...Or Drew Carey

Roast: Comedy Central Presents: The N.Y. Friars Club Roast of Drew Carey (1998)
Complex says: As a young whippersnapper, Jeff Ross wasn't scared to go at the jugulars of the dinosaurs at the Friars Club. We're sure there was a nasty suprise waiting inside Ross' gelatin cup when he sat back down.