Guest Stars Chris Chalk as Gary Cooper Adina Porter as Kendra James Grace Gummer as Hallie Shea David Harbour as Elliot Hirsch Kelen Coleman as Lisa Lambert Hamish Linklater as Jerry Dantana Aya Cash as Shelly Wexler John DiMaggio as Police Sergeant Maria Dizzia as Erica Co Starring Margaret Judson as Tess Westin John F. Carpenter as Herb Wilson Trieu Tran as Joey Phan Thomas Matthews as Martin Stallworth Charlie Weirauch as Jake Watson Wynn Everett as Tamara Hart Riley Voelkel as Jennifer "Jenna" Johnson Chasty Ballesteros as Tea Sarah Scott Davis as Terry Smith Joel Johnstone as Cameron Cameron Gharaee as Stillman Kosha Patel as Jill Shaun Brown as Zach Scott Aiello as OWS Officer