Danny Burton, a 30-ish carefree single guy, is left with no friends after his last roommate Shannon gets married. He searches for a new roommate and finds Justin, the owner of Detroit's Black Eyes Bar, who is joined by his quirky friends Burski, Shelly, and Brett, all of whom have characteristics that make them seem "undateable". Despite Danny's success with women, he struggles to form lasting relationships. His sister Leslie, a mid-30s divorcee, also fears being undateable due to her "baggage".
When confident slacker Danny takes Justin on as a roommate, Danny unwittingly...