Lee graduated to leading man roles in "Heartbreakers", "Stealing Harvard", and "A Guy Thing". He has had supporting roles in "Vanilla Sky", "Almost Famous", "Dreamcatcher", "Big Trouble", "The Ballad of Jack and Rose", and "Mumford", as well as a minor role in "Enemy of the State". Lee also voiced Syndrome in "The Incredibles" and "Jack-Jack Attack". He reprised the role as a "robot copy" of Syndrome in "Disney Presents Pixar's The Incredibles in a Magic Kingdom Adventure". Lee is also the voice of Underdog in "Underdog" and portrays Dave Seville in the live action/CGI films starring Alvin and the Chipmunks.