Guest Stars Chris Chalk as Gary Cooper Adina Porter as Kendra James Chris Messina as Reese Lansing Jane Fonda as Leona Lansing Kelen Coleman as Lisa Lambert Hope Davis as Nina Howard Jon Tenney as Wade Campbell Natalie Morales as Kaylee Kathryn Hahn as Carrie Missy Yager as Monica 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 Sarah Scott Davis as Terry Smith Emily Wilson as Shannon Bryer Chuma Gault as Assistant Director Rene Gube as Mike Cynthia San Luis as Paulita Maya Don Bendz as Tom Berkeley