Philip Seymour Hoffman in Hard Eight (1996)

Philip Seymour Hoffman and Joaquin Phoenix in The Master (2012)

Philip Seymour Hoffman, Ambyr Childers, and Rami Malek in The Master (2012)

Philip Seymour Hoffman in A Most Wanted Man (2014)

Philip Seymour Hoffman and Rainer Bock in A Most Wanted Man (2014)

Willem Dafoe and Philip Seymour Hoffman in A Most Wanted Man (2014)

Philip Seymour Hoffman, Daniel Brühl, and Vicky Krieps in A Most Wanted Man (2014)

Philip Seymour Hoffman and Nina Hoss in A Most Wanted Man (2014)

Philip Seymour Hoffman, Herbert Grönemeyer, and Nina Hoss in A Most Wanted Man (2014)

Philip Seymour Hoffman and Rachel McAdams in A Most Wanted Man (2014)

Philip Seymour Hoffman and Robin Wright in A Most Wanted Man (2014)

Philip Seymour Hoffman and Baxter Harris in Scent of a Woman (1992)

Philip Seymour Hoffman and Chris O'Donnell in Scent of a Woman (1992)

Matt Damon and Philip Seymour Hoffman in The Talented Mr. Ripley (1999)

Jude Law and Philip Seymour Hoffman in The Talented Mr. Ripley (1999)

Philip Seymour Hoffman and Catherine Keener in Capote (2005)

Willem Dafoe, Philip Seymour Hoffman, Robin Wright, and Rachel McAdams in A Most Wanted Man (2014)

Robert De Niro and Philip Seymour Hoffman in Flawless (1999)

Philip Seymour Hoffman in Love Liza (2002)

Philip Seymour Hoffman, Camryn Manheim, Jane Adams, and Dylan Baker in Happiness (1998)

Philip Seymour Hoffman and Lara Flynn Boyle in Happiness (1998)