Guest Stars Daniel K. Isaac as Ben Kim Dan Soder as Dudley Mafee Louis Cancelmi as Victor Mateo Stephen Kunken as Ari Spyros Ben Shenkman as Ira Schirmer Corey Stoll as Michael Prince Daniel Breaker as Roger 'Scooter' Dunbar Will Roland as Winston Sarah Stiles as Bonnie Barella Keith Eric Chappelle as Everett Wright Zachary Unger as Kevin Rhoades Jade Eshete as Lauren Turner Samantha Mathis as Sara Hammon Lily Gladstone as Roxanne Andrew Polk as Freddie Eisen David Aaron Baker as Larry Brogan Deborah Rush as Ellen Rhoades Saul Rubinek as Hap Halloran Tanis Parenteau as Jane Halftown Co Starring Dhruv Maheshwari as Tuk Lal Zina Wilde as Helena Lilly Moran as Peach Alexa Jacqueline Swinton as Eva Rhoades Comfort Clinton as Taiga Ava Lee Scott as Cassie Nick Fondulis as Tech Geek #1 Henri Binje as Bram Longriver Ehad Berisha as Tech Geek #2 Rebecca Quin as Herself Radhika Jones as Herself Crystal Chau as Party Planner Mark Seliger as Himself Kevin Osborne as Band Leader