Special Guest Stars Alia Shawkat as Lila Guest Stars Rob Huebel as Len John Getz as Donald Molly Bernard as Younger Shelly Zackary Arthur as Zack Ashley Silverman as Ella Jenny O'Hara as Bryna Elisha Henig as Young Simon Emily Robinson as Young Ali Wren T. Brown as Herbert Alison MacKay as Rosalie Bill Wise as August Dalton Rich as Young Josh Luisa Szillies as Liesel Kelsey Reinhardt as Young Sarah Bashir Naim as Simon Michelle Gardner as Danielle Wayne Federman as Jerry Tate Hanyok as Younger Bryna