5. Macaulay Culkin – 35
Macaulay Culkin was a well-known child star for his role in the Home Alone movies. However, things went awry when his parents fought over his large fortune. He fell out of the spotlight and struggled to get by with his money being squandered. He turned to drugs and music to get through it. Today, he is happier, but definitely showing more age than his 35 years.