Guest Stars Matilda Szydagis as Zelda Stephanie Hsu as Mei LeRoy McClain as Shy Baldwin Will Brill as Noah Weissman Justine Lupe as Astrid Weissman David Paymer as Harry Drake Sterling K. Brown as Reggie Daniel J. Watts as Henry Liza Weil as Carole Keen Wallace Shawn as Herb Smith Lenny Venito as Angie Calibresi Co Starring Matteo Pascale as Ethan Nunzio Pascale as Ethan Markita Prescott as Martha Reggie Talley as Billy Steven Hauck as Dawes Alysha Deslorieux as Dede Brennyn Lark as Dawn Harvey Morris as Slim Kevin Isola as Stage Manager Lino Del Core as Craps Dealer David Deblinger as Charlie Brian Sills as Arnold Dana Stern as Anne Reji Woods as Stu Lyn Philistine as Roberta Bella Muller as Cece Rayna Starr as Mandy Tony Nation as Reno Gazette Reporter Matt Grossman as Lounge Sound Guy Brian Hatch as Bellboy Matt Hurley as Howard Jennifer Perry as Berta's Friend Erik Gratton as Ted Garth Kravits as Eddie Major Warren Bub as Blackjack Player Grayson Berry as State Journal Reporter Brian Faherty as Dice Shooter