How many movies have Gerald Downey and Mary Elizabeth Winstead acted in together?

They have worked on 2 movies together! Their first movie together was Live Free or Die Hard (2007) while their highest rated movie together was Birds of Prey (and the Fantabulous Emancipation of One Harley Quinn) (2020). They have not worked together since Birds of Prey (and the Fantabulous Emancipation of One Harley Quinn) (2020).