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16 Best Matthew McConaughey Movies Ranked 16 Best Matthew McConaughey Movies Ranked Shutterstock By Jane Harkness/May 18, 2021 4:34 pm EDT/Updated: May 18, 2021 4:36 pm EDT Matthew McConaughey has come a long way since he began his career acting in commercials. He earned his big break with the 1993 comedy Dazed and Confused, and his portrayal of the hilariously quotable character Wooderson set him down the path to stardom. McConaughey would go on to appear in more serious films like Lone Star and Amistad, but he also popped up in romantic comedies like Failure to Launch and How to Lose a Guy in 10 Days. While McConaughey spent a few years primarily acting in rom-coms, he shifted his artistic direction after a two-year hiatus from acting. He worked on more dramatic films, earning praise for his starring roles in movies like ....