She's an Oscar- and Emmy-winning actress. She's dated some of the hottest men in Hollywood. She sings. She dances. And she's known for being one of the most hands-on moms in the industry. She runs a lifestyle brand, and she's a fashion icon. Oh, and she did it all before her 40th birthday. Needless to say, Gwyneth Paltrow wears many (glamorous!) hats. But while her life may seem simply charmed, things aren't always as perfect as they seem. In honor of the superstar's 40th birthday, on Sept. 27, click through to take a look back at her lifetime highs and lows.