13. Robert Downey Jr
Downey made his screen debut at the age of five when he appeared in one of his father’s films, Pound (1970), and has worked consistently in film and television ever since. During the 1980s he had roles in a series of coming of age films associated with the Brat Pack. Less Than Zero (1987) is particularly notable, not only because it was the first time Downey’s acting would be acknowledged by critics, but also because the role pushed Downey’s already existing drug habit one step further. After Zero, Downey started landing roles in bigger films such as Air America (1990), Soapdish (1991) and Natural Born Killers (1994). These higher-profile roles eventually led to his being cast as Charlie Chaplin in the 1992 film Chaplin, for which he earned an Academy Award nomination for Best Actor.
In 2007, Downey was cast as the title character in the comic book adaptation Iron Man which premiered in the spring of 2008, making almost $100 million in the United States and Canada during its opening weekend. He received his second Oscar nomination for said film, in the category of Best Supporting Actor, which he lost to Heath Ledger. Next, he played the titular lead character in Guy Ritchie’s adaptation of Sherlock Holmes, released Christmas 2009, for which Downey won a Golden Globe for Best Performance by an Actor in a Motion Picture – Musical or Comedy for his portrayal of the famous detective.