Jesse, Grayson & Mike begin their new retrospective series on the movies of conservative filmmaker Dinesh D'Souza with his debut film, 2016: Obama's America. Based on his book The Roots of Obama's Rage, the 2016 overcame poor critical reception to be a box office hit, at the time being the second highest grossing political documentary in the United States since 1982. Were critics unreasonably harsh on D'Souza, or was his film really just a partisan hit piece for the right-wing?