Every Philip Seymour Hoffman Movie Ranked Worst To Best
14. Allen - Happiness (1998)
In Happiness, one of the most obscene and uncomfortably entertaining dark comedies you're likely to find, Philip Seymour Hoffman plays the film's most surreal and disquieting character. Allen is socially shy, miserable and bizarre. He uses prank calls to avoid confronting people head-on, and is emotionally scarred when his neighbour (Lara Flynn Boyle) rejects his advances.
Hoffman is great at playing odd outsiders, but Allen is on a whole other level of creepiness and pity. Hoffman sells every second of Allen's complexities and idiosyncrasies, and gives one of his most fully formed performances in the process.