Guest Stars Daniel K. Isaac as Ben Kim Dan Soder as Dudley Mafee Louis Cancelmi as Victor Mateo Stephen Kunken as Ari Spyros Glenn Fleshler as Orrin Bach Allan Havey as Karl Allerd Terry Kinney as Hall Will Roland as Winston Eva Victor as Rian Keith Eric Chappelle as Everett Wright Danny Strong as Todd Krakow Jade Eshete as Lauren Turner Jack Gilpin as Sean Ayles Daniel Cosgrove as Dan Margolis Roma Maffia as Mary Ann Gramm Frank Grillo as Nico Tanner Mike Birbiglia as Oscar Langstraat Kevin Breznahan as Johnny Burke Michael Stoyanov as Terry Burke Chelcie Ross as Robert "Hard Bob" Beaufort Julianna Margulies as Catherine 'Cat' Brant Domenick Lombardozzi as Paul 'Manz' Manzarello Kathleen Garrett as Maureen Ryder Anoop Desai as Dev Satyal Co Starring Dhruv Maheshwari as Tuk Lal Zina Wilde as Helena Kira Visser as Donna Lilly Moran as Peach Ryan Barry as IT Greg Anthony Mangieri as Himself Vanessa R. Butler as Nurse Jeffrey Bean as Hemlock Michael Cuomo as Rival CEO Barthelemy Atsin as CBP Agent Ed Schoenfeld as Himself Scarlett Schoeffling as Woman