Guest Stars Nicole Kang as Lynn Lieser Kathryn Gallagher as Annika Daniel Cosgrove as Ron Victoria Cartagena as Claudia Mark Blum as Mr. Mooney Lou Taylor Pucci as Benji Reg Rogers as Professor Paul Leahy Co Starring Gianni Ciardiello as Young Joe Goldberg Cliff Moylan as Gas Company Man TJ Atoms as Candy Store MC Venida Evans as Older Woman Shehzad Popat as Johno Patrick K. Dooley as Drunk Man Mehdi Barakchian as Middle-Aged Brooklynite Michael Lewis as Homeless Man Katy Rea as Neo-Folk Singer