Chris and his Best Friend Producer Ryan prepare for their comedy show at Yuma Prison while discussing Ryan's recent defeat in a roast battle against a much younger comedian. The duo shares laughs about the strange juxtaposition of Chris performing at a prison one week and officiating his daughter's wedding the next.
• Ryan shares how he lost a roast battle to a comedian 20 years younger than him
• Chris and Ryan play "Roast or Toast," guessing if statements were meant to be insulting or congratulatory
• The comedians discuss their upcoming prison show in Yuma with friends Lauren Rachel and Lamar Mitchell Jr
• Chris introduces "Wedding Vow or Inmate Confession," highlighting his transition from prison show to officiating a wedding
• Jineane provides relationship advice for a guy whose wealthy girlfriend never pays for dates
• Dave Ramsey shares his pizza preferences in a "Boo or Cool" segment for National Pizza Party Day