Guest Stars Josh Stamberg as Sam Rothberg Ava Yaghmaie as Joanie Heydari Joy Suprano as Cyndi Leffer Jenny Powers as Miriam Rothberg Ralph Adriel Johnson as Phillip Josh Radnor as Adam Epstein Ashley Austin Morris as Roxanne Hertz Brian Miskell as Clay Clifton Talia Castro-Pozo as Mona Eric William Morris as Todd Leffer John Patrick Hayden as David Cooper Juani Feliz as Alejandra Lopez Zack Robidas as Rich Hertz Tara Summers as Tess Co Starring Julie Tolivar as Karen Cooper Lucinda Lee Dawson Gray as Sasha Epstein Oscar Bennett as Miles Epstein Abbey Hafer as Lexi Leffer Todd Faulkner as Doorman Albert Jimmy Fallon as Himself Bonnie Rose as Waitress Stephanie Rocio as "Eat Sleep Spin Repeat" Mom Mariana Novak as Writer Ariel Ash as Young Woman #1 Marissa Feinberg as "Yoga + Vodka" Mom Simone Norman as Young Drunk Woman Kimberly Chessler as Young Woman #2 Erinn Holmes as Young Woman #3 Jhordan Munn as Jenny Amy Lynne Berger as Canvasser Joshua Gutierrez as Messenger Meghan Marx as "I Woke Up Like This" Mom
