Guest Stars Chris Chalk as Gary Cooper Adina Porter as Kendra James Chris Messina as Reese Lansing Grace Gummer as Hallie Shea Hamish Linklater as Jerry Dantana Hope Davis as Nina Howard Constance Zimmer as Taylor Warren Roderick Hill as Eric Sweeney Don McManus as Zane Co Starring Margaret Judson as Tess Westin John F. Carpenter as Herb Wilson Thomas Matthews as Martin Stallworth Trieu Tran as Joey Phan Charlie Weirauch as Jake Watson Wynn Everett as Tamara Hart Riley Voelkel as Jennifer "Jenna" Johnson Joel Johnstone as Cameron Cameron Gharaee as Stillman Kosha Patel as Jill Tara Sands as Roberta Shaun Brown as Zach Starla Benford as Amy Eric Bunton as Pierre