Joined the Repton Amateur Boxing Club in London at age 12, winning 80 out of 88 fights over 10 years
Three-time London Schoolboy Champion
Represented England twice as a welterweight
Went to the movies weekly with his father; often they would sit through the films twice
Enrolled at the Corona Stage Academy in 1974, but was expelled for puncturing the headmistress' tires as revenge for being excluded from the Christmas party
First big role came when he accompanied a friend to an audition---and then was cast by the director---for the 1977 British TV-movie Scum, which was so violent that it was banned by the BBC; it was released theatrically two years later
Starred as a boxer named Kenny Fox in the 1980 British series Fox
During an audition for the first Star Wars prequel, asked an unimpressed George Lucas if he needed a nap (Winstone did not get the part)
After twice being declared bankrupt, revived his career with a role in Kathy Burke's 1990 play, Mr
Thomas, which eventually led to a part in Gary Oldman's 1997 directorial debut, Nil by Mouth
During his audition for 2006's The Departed, director Martin Scorsese complimented him on his brown leather jacket and asked if he would wear it during filming
When Winstone said yes, Scorsese told him he got the part