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Charlie started school at the age of eight. He didn't enjoy school, for the most he didn't like it at all. Charlie was a slightly odd and shy boy at his school. He didn't have any friends. He was a loner. .
His father was a heavy drinker, and one day he left and never came back. He left Hannah with one year old Charlie and four year old Sydney, his older brother, and his best friend. Hannah was left with little money and finally they were broke. Hannah and the boys had to move to a workhouse in 1895. All the children were separated from their parents at the workhouse. Parents were sent to one part of the workhouse and the children another part. Hannah was very close to her boys and the pain of separation caused Hannah to have a nervous breakdown and she was sent to an insane asylum. .
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Charlie and Sydney were sent to live with their father. While Charlie was on the second tour of, "Romance of a Cockney," Hannah was released from the insane asylum. She soon suffered another relapse and returned to the institution. .
After many years of performing on the stage, Charlie landed himself a contract with Mack Sennett, the comedic genius behind the "Keystone Cops" pictures. Charlie moved to Hollywood in 1913 to begin his movie career. Charlie's first film appearance was in "Making a Living" in 1914. Chaplin appeared in 35 films in 1914 alone, all were directed by Sennett. Unlike the Hollywood blockbusters we know today, movie making in the early days was quite easy. Chaplin once said, "All I need to make a comedy is a park, a policeman, and a pretty girl.".
Charlie's and Sydney's relationship growing closer and closer through time.
Sydney ended up getting a contract as a stand up comedian for Keystone. After Sydney's contract was over he devoted himself to Charlie's business affairs. Sydney took care of all of Charlie's money. He was a brilliant businessman. Charlie had become the forth-richest figures in show business.