Guest Stars Marc Evan Jackson as Shawn Tiya Sircar as The Real Eleanor / Vicky / Denise Kirby Howell-Baptiste as Simone Garnett Maya Rudolph as Judge Gen Brandon Scott Jones as John Wheaton Jason Mantzoukas as Derek Hoffstetler Benjamin Koldyke as Brent Norwalk Maribeth Monroe as Mindy St. Claire Eugene Cordero as Steven "Pillboi" Peleaz Rebecca Hazlewood as Kamilah Al-Jamil Anna Khaja as Manisha Al-Jamil Mike O'Malley as The Doorman / Jeff Ajay Mehta as Waqas Al-Jamil Keston John as Uzo Meryl Hathaway as Brittany Angela Trimbur as Madison Mitch Narito as Donkey Doug Mary Steenburgen as Teacher Nick Offerman as Himself Kurt Braunohler as Ken Co Starring Josh Siegal as Glenn Mele Ihara as Beadie Noah Garfinkel as Doug Forcett Tom Yi as Albert Todd May as Himself Pamela Hieronymi as Herself