Sara Bareilles (Jenna), NaTasha Yvette Williams (Becky), Caitlin Houlahan (Dawn), Jason Mraz (Dr. Pomatter), Tyrone Davis Jr (u/s Ogie), Benny Elledge (Cal), Dakin Matthews (Joe), Joe Tippett (Earl), Anastacia McCleskey (Nurse Norma), Victoria Collett (Lulu), Stephanie Torns (Francine Pomatter), Molly Hager (Mother), Matt DeAngelis (Father)