Guest Stars Chris Chalk as Gary Cooper Adina Porter as Kendra James Chris Messina as Reese Lansing Marcia Gay Harden as Rebecca Halliday David Harbour as Elliot Hirsch Grace Gummer as Hallie Shea Jane Fonda as Leona Lansing Kelen Coleman as Lisa Lambert Constance Zimmer as Taylor Warren Salli Richardson-Whitfield as Jane Barrow Lauren Tom as Kathy Ling 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 Romi Dias as Suzannah Marquez Joel Gelman as Party Guest Dean Cameron as D.C. Panelist Amy Holland Pennell as Jackie Portland Helmich as Molly Sadler Rick Faugno as Party Guest Jaime Gallagher as Party Guest Brian Patacca as Catering Manager Lily Mercer as D.C. Panelist Frieda Jane as Party Guest