During season 5 of 30 Rock, he appeared as guest star in the role of Liz Lemon's boyfriend in the episodes "I Do Do", "The Fabian Strategy", "Live Show", and "Double-edged Sword".
Damon's 2010 projects included Clint Eastwood's Hereafter and the Coen brothers' remake of the 1969 John Wayne-starring Western True Grit.
The Washington Post concluded, "Damon, constantly flashing his newscaster's teeth and flaunting a fake, 'Masterpiece Theatre' dialect, comes across like someone who got lost on the way to an audition for a high school production of The Pirates of Penzance." In 2006, Damon joined Robert De Niro in The Good Shepherd as a career CIA officer, and played an undercover mobster working for the Massachusetts State Police in Martin Scorsese's The Departed, a remake of the Hong Kong police thriller Infernal Affairs.
Assessing his work in the two films, Manohla Dargis of The New York Times wrote that Damon has the unique "ability to recede into a film while also being fully present, a recessed intensity, that distinguishes how he holds the screen." in which his Golden Globe-nominated work was described by Entertainment Weekly as such: "The star – who has quietly and steadily turned into a great Everyman actor – is in nimble control as he reveals his character's deep crazies." Also in 2009, Damon portrayed South Africa national rugby union team captain François Pienaar in the Clint Eastwood-directed film Invictus, which is based on the 2008 John Carlin book Playing the Enemy: Nelson Mandela and the Game That Changed a Nation and features Morgan Freeman as Nelson Mandela.
Damon is also known for his starring roles as Jason Bourne in the Bourne franchise (2002–16) and as a con man in the Ocean's Trilogy (2001–07).
Damon did the voice of Spirit in the animated movie Spirit Stallion of the Cimmaron (2002) and later played a conjoined twin in Stuck on You (2003), which received a 60% Rotten Tomatoes score and mixed critical reception.While at Harvard, he wrote an early treatment of the screenplay for Good Will Hunting as an exercise for an English class.Damon was a member of the Delphic Club, one of the University's select Final Clubs. During the early 1990s, Damon and Affleck wrote Good Will Hunting (1997), a screenplay about a young math genius, an extension of a screenplay he wrote for an assignment at Harvard, having integrated advice from director Rob Reiner, screenwriter William Goldman, and writer/director Kevin Smith.(Getty Images) You can tell a lot about a person from the people they date, and the one main thing you can tell from Cameron Diaz's dating resume is that she doesn't have a type.When it comes to age, career, ethnicity; her boyfriends are all over the map.