Rooster Hannigan – Annie (1982)

As the conniving, smooth-talking brother of Miss Hannigan, Curry brought a brilliant mix of grease and charm to this beloved adaptation. His performance of the iconic musical number "Easy Street" alongside Carol Burnett and Bernadette Peters remains an absolute standout of the film, as his natural chemistry with the cast made the villains the absolute best part of the story. Directed by the legendary John Huston, Annie was a massive theatrical undertaking, costing a hefty $35 million to produce. It went on to become the tenth highest-grossing film of 1982 in North America, bringing in over $57 million and securing its place as a nostalgic staple for generations of families.