Guest Stars Josh Segarra as Lance Arroyo Brandon Scott Jones as Curtis Paltrow Ali Ahn as Jo Gideon Glick as Jess Zosia Mamet as Herself Nischelle Turner as Herself Jennifer Lahmers as Herself Justin Sylvester as Himself Co Starring Joe Curnutte as Dan Germar Terrell Gardner as Pietro Erin Noel Grennan as Grieving Wife Gage Banister as Ezra Kelvin Dukes as Instagram Kid #2 Sophie Claire as Ethan Rachel Pegram as Jackie Fredi Bernstein as Lorin Trevor Anderson as Frank Malcolm Fuller as Instagram Kid #1 Emily Dayton Evans as Host Richard D. Busser as Ray James Rich as Passing Man Kim Ramirez as Cindy