
Reese Witherspoon’s big break came in 2001, when she was 25 years old, starring in Legally Blonde as the iconic Elle Woods. But the award-winning actress actually started modeling and doing local TV commercials when she was just 7 years old, and had her first major film role when she was just 14 years old, in 1991, for the coming-of-age drama The Man in the Moon.
Today, Witherspoon is the founder of media company Hello Sunshine and is worth about $400 million. She sold her company in 2021 to two former Disney execs for $900 million, but she still oversees operations and remains on the company’s board. But she recently said if she had tried to come up as an actor today, she wouldn’t have had as much success.