Guest Stars Cole Escola as Chassie Tucker Heather Lawless as Ruth, the Lady Who Lives in the Woods Ana Fabrega as Esther Matt Malloy as Leslie Michael Stipe as Himself Gillian Jacobs as Herself Susan Sarandon as Herself Paul W. Downs as Lance Henning Janeane Garofalo as Herself Ellie Kemper as Herself Greta Lee as Herself