Ruby Jade (Amir Blumenfeld) is a neurotic, selfish, understandably single 30-something who wants to have sex more than anything else in the world. Along with the help of his empathetic dating coach Josh Rice (Jake Hurwitz) Ruby embarks on a quest to find love, with literally anybody.
"Ruby Jade has to compete with a charming bartender on a date. Josh tries to keep control of his classroom as people start to gang up on Ruby. Ruby makes a solemn promise.\n\nGuest Starring: Milana Vayntrub, Ben Rodgers, Chris Redd"
"Josh's students compete for an invite to the exclusive and elusive dating app, Orion. Ruby has near success at the dog park, and a full meltdown in class.\n\nGuest Starring: Jillian Vogel, Dave Futernick, Chloe Carabasi"
"Thanks to a new dating app, Ruby has the most interesting sex of his life. Josh allows Ruby to regale the class with his exploits.\n\nGuest Starring: Punam Patel, George Basil, Ariana Madix"
"Josh runs into Ruby and gives him the surprise of his life. Unraveling, Ruby spirals into an impromptu date with a driver who picks him up.\n\nGuest Starring: Kelly Hudson, Hayley Marie Norman, Angela Trimbur, and Mason Cooper"
"Ruby prepares his home for what he's hoping will be the event of a lifetime. Josh tries to make peace with Ruby.\n\nGuest Starring: Dana Marcolina, Jon Gabrus"
"Ruby attempts to get in shape by hiring a personal trainer. Back in class he practices pickup lines on Ivan. Guest Starring: Alex Marshall Brown, Billy Scafuri, Jake Nordwind"
"Ruby hires an exciting cleaning service, but things don't go as he fantasized. Josh tries to keep Ruby from disrupting the camaraderie during a late night session.\n\nGuest Starring: Veronica Osario, Colton Dunn, Chris Redd, Jake Nordwind."
