Guest Stars Jay Jackson as Perd Hapley Ben Schwartz as Jean-Ralphio Saperstein Mo Collins as Joan Callamezzo Jon Glaser as Councilman Jeremy Jamm Billy Eichner as Craig Middlebrooks Alan Yang as Chang Andrew Burlinson as Burly Lucy Lawless as Diane Lewis Megan Mullally as Tammy Swanson Jenny Slate as Mona-Lisa Saperstein John Balma as Barney Henry Winkler as Dr. Saperstein Rylan Lee as Ivy Lewis Sadie Salazar as Zoey Lewis Blake Anderson as Mike Bean Ginuwine as Himself Joe Souza as Liam Bonneville Lilan Bowden as Sam Nut Jill Basey as Erica Weekstrong Barry Ford as Golm Bimbenders Georgia Hubley as Bobby Knight Ranger Drummer Ira Kaplan as Bobby Knight Ranger Keyboardist John Dragonetti as Themselves Kay Hanley as Themselves