Charlie Chaplin
Charlie Chaplin's life is often described as "the most dramatic rags to riches story ever told." As a child, he lived with his mother and brother, but by age seven, he and his brother were sent to a home for underprivileged children.
At 14, Chaplin was living alone, struggling to find food, until his brother returned from the Navy to support him. In a remarkable turn of fate, Chaplin's net worth at the time of his passing exceeded $100 million, a testament to his incredible rise from poverty.