Episode list

Ruby (Amir) is in deep deep desperation for a girlfriend. He is seen on a date and it can be seen why he still doesn't have a girlfriend.

Ruby attempts to get an invite to a "super exclusive, high end dating app" called Orion through an opportunity provided by Josh to his class. Ruby desperately tries to get the invite that could potentially change the "dating game".

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.

Ruby desperately tries to extend his date with Martha. Martha imparts some harsh wisdom.

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.

Ruby prepares his home for what he's hoping will be the event of a lifetime. Josh tries to make peace with Ruby.

Ruby attempts to get in shape by hiring a personal trainer. Back in class he practices pickup lines on Ivan.

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.

Ruby flexes his comedy muscles on a date. Josh then helps Ruby break down exactly what went wrong.

Ruby finally hears back from Orion. The decision changes both Ruby and Josh's his life forever.