Special Guest Stars Jon Hamm as Richard Wayne Gary Wayne Guest Stars Sara Chase as Cyndee Pokorny Sol Miranda as Donna Maria Nuñez Lauren Adams as Gretchen Chalker Bobby Moynihan as Fran Dodd Derek Klena as Doug/DJ Fingablast Daniel Breaker as Agent Dunleavy Aidy Bryant as Tabby Bobatti Co Starring Mike Britt as Walter Bankston Robin Rieger as Carla Tuesday Alix Elias as Sheila Dierdre Reimold as Hello Hadid Gabe Doran as Security Guard Irma-Estel LaGuerre as Rosa Tariq Trotter as Dama Varnish Hudson Loverro as Dougie Alison Chace as WDUR-14 Anchor Max Samuels as Cameraman Blake French as Documentary Crew