Guest Stars Katie Aselton as Jennifer King Maya Erskine as Rae Kyle Bornheimer as Jack Briggs Judy Greer as Judy Nadine Nicole as Casey Orion Jake Manley as Harvard Co Starring Caroline Lindy as Harper Davida Williams as Lana Aisha Lomax as Katrina Kristina Emerson as Saya Tom Archdeacon as Theo Cristen Coppen as Alyssa Nicholas Mongiardo-Cooper as Enframe Guy Teya Patt as Maureen Michael J. Sielaff as Cosplay Guy Tony von Halle as Raif Brittney Berault as Theo's Girlfriend