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 Corey Stoll as Michael Prince Daniel Breaker as Roger 'Scooter' Dunbar Will Roland as Winston Eva Victor as Rian Sarah Stiles as Bonnie Barella Keith Eric Chappelle as Everett Wright Danny Strong as Todd Krakow Jade Eshete as Lauren Turner Jack Gilpin as Sean Ayles Frank Grillo as Nico Tanner Rick Hoffman as Dr. Swerdlow Scott Cohen as Pete Decker Noah Robbins as Merle Howard Willa Fitzgerald as Jill Beth Chamberlin as Lisa Gregg Edelman as Chairman of the Board Co Starring Dhruv Maheshwari as Tuk Lal Zina Wilde as Helena Kira Visser as Donna Lilly Moran as Peach Timothy Davis as Chef Ryan Delilah Napier as Dee Dee Maria Sharapova as Herself Sharinna Allan as Mary Jane Marbach Marc Lasry as Himself Vanessa R. Butler as Nurse Haynes Thigpen as Vice President Michael Stewart Allen as Cabinet Member #2 Mary Giuliani as Herself CC Sabathia as Himself Richard James Porter as Cabinet Member #1 David Solomon as Himself