- 2009: Co-starred with Maya Rudolph in the Sam Mendes directed, "Away We Go"
- 2008: Co-starred in the 1920s-era football comedy, "Leatherheads" with fellow Oscar-winner George Clooney, who also directed
- 2007: Starred with Mandy Moore, as a newly-engaged couple in the comedy "License to Wed"
- 2007: Voiced Sir Lancelot in the animated feature, "Shrek the Third"
- 2006: Appeared in film version of the Broadway musical, "Dreamgirls" with Beyonce Knowles and Jamie Foxx
- 2005: Portrayed long-suffering normal dude Jim on NBC's American version of the British cult favorite series “The Office”
- 2005: Appeared in the indie film “Duane Hopwood” with David Schwimmer; premiered at the Sundance Film Festival
- 2005: Landed a memorable role opposite Jake Gyllenhaal, in director Sam Mendes' Gulf War drama, “Jarhead”
- 2004: Played a bit part in the Queen Latifah comedy vehicle, “Taxi”
- 2000: Landed guest parts on “CSI: Crime Scene Investigation” (CBS) and “Ed” (NBC)
- Decided to continue acting after doing a reading of David Foster Wallace's award-winning 1997 collection of short stories Brief Interviews with Hideous Men
- Interned on “Late Night With Conan O’Brien” (NBC)
- First stage experience was in a satirical high school play written by B.J. Novak, now a writer and co-star on "The Office"
- Made feature directorial debut with the film adaptation of “Brief Interviews with Hideous Men”; also co-wrote and starred (lensed 2006)




