How many movies have Conan O'Brien and Robert Smigel acted in together?

They have worked on 3 movies together! Their first movie together was Saturday Night Live: The Best of Phil Hartman (1998) and was their highest rated movie together. They have not worked together since Late Night with Conan O'Brien: The Best of Triumph the Insult Comic Dog (2004). They are most known for their comedy films together.