Matt Damon was just 18 when he made his movie debut with a small role in 1988's "Mystic Pizza," which was also the second feature of Julia Roberts.
In 1992's "School Ties," Damon played a prep school bully who antagonized a Jewish student played by Brendan Fraser.
Damon grew a peculiar, Ethan Hawke-like goatee for his role as Lt. Britton Davis in 1993's "Geronimo: An American Legend."
Damon famously dropped 40 pounds off his already thin frame to play a drug-addled Gulf War veteran opposite Meg Ryan in 1996's "Courage Under Fire."
For the role, he famously dropped 40 pounds off his already thin frame — and without a doctor's supervision.
Damon was back in fitter, hotter form in the 1997 John Grisham adaptation "The Rainmaker."
Matt Damon and his childhood buddy Ben Affleck co-wrote the script for 1997's "Good Will Hunting," and the two starred opposite Robin Williams.
Affleck and Damon won the Academy Award for Best Screen play for "Good Will Hunting," delivering a memorably enthusiastic speech at the podium.