When Danny Burton (Chris D'Elia) loses yet another roommate to the dreaded institution of marriage, he falls in with a new group of friends struggling to succeed in the competitive dating market. Himself a natural ladies' man with no desire for meaningful attachments, Danny discovers his polar opposite in Justin (Brent Morin), a structured bar owner who just wants to meet "the one." Despite their differences, the two strike up an unexpected friendship that encompasses Justin's similarly unlucky-in-love buddies -- Shelly (Ron Funches), Burski (Rick Glassman), and Brett (David Fynn) -- as well as Danny's newly divorced sister, Leslie (Bianca Kajlich). What begins as a relationship of convenience evolves into an all-out self-help group as these new friends muddle through the dating life (or the lack thereof) alongside each other.