Made his film debut in 1985's The Goonies as jock Brand Walsh
Played in a punk band in high school
Was reportedly offered the role of Tom Hanson in 21 Jump Street, but turned it down to star in the short-lived series Private Eye
Johnny Depp took the part instead
In 2000, won the 24th annual Toyota Pro/Celebrity Race, an event his father won in 1978
Got interested in stock trading in 2006
Was in a motorcycle accident a few weeks before filming began on 2007's No Country for Old Men, but used the pain from his cracked collarbone to connect with his character, who is shot in the film
Has supported various charities to protect the oceans, including Surfrider and Oceana, since he's a longtime surfer