15 Matt Damon Films Across His Career

Inside this ranking: 15 headline-making yachts, following the source's published order and reported estimates. Prices can change and should be read as editorial estimates rather than live appraisals.

• Good Will Hunting (1997) — Good Will Hunting (1997). Damon co-wrote the screenplay with Ben Affleck and played Will Hunting, a gifted but guarded janitor.
• Saving Private Ryan (1998) — Saving Private Ryan (1998). Damon played the title soldier whose brothers' deaths prompt a dangerous rescue mission.
• The Talented Mr. Ripley (1999) — The Talented Mr. Ripley (1999). As Tom Ripley, Damon shifted into psychological drama, playing a socially ambitious impersonator whose lies escalate.
• Ocean's Eleven (2001) — Ocean's Eleven (2001). Damon joined the ensemble as pickpocket Linus Caldwell, the youngest member of Danny Ocean's casino crew.

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