In my opinion, Matt Damon is a talented and versatile actor, and although I do not like all of the movies he has been in, I have thoroughly enjoyed some of them.
One that I thought he did an excellent job in was The Talented Mr. Ripley (1999) which also featured Gwyneth Paltrow, Jude Law, Cate Blanchett, Philip Seymour Hoffman, and some musicians (trumpet player Guy Barker, Perico Sambeat/alto sax, Byron Wallen/cornet).
Syriana (2005) was a Matt Damon movie that I enjoyed even more than The Talented Mr. Ripley; Wiki says that the movie "was loosely based on CIA agent Robert Baer's memoir, See No Evil." George Clooney played the CIA agent, Bob Barnes (who was apparently intended to represent the real life CIA agent Robert Baer) and also featured Chris Cooper, Christopher Plummer and Amanda Peet who plays the role Of Matt Damon's wife.