Depressed and suicidal, thirtysomething bachelor Duncan determined to find the secret to a healthy, strong relationship, flashes back to his last five relationships (in the last four years) and considers what caused each one to fail. Based on the novel 'Essays in Love' by Alain de Botton.

New York City detective Daniel Ciello agrees to help the United States Department of Justice help eliminate corruption in the police department, as long as he will not have to turn in any close friends. In doing so, Ciello uncovers a conspiracy within the force to smuggle drugs to street informants.