Al Capone
Al Capone began his mob activity in Chicago in 1920, at the invitation of Johnny Torrio, a street gang leader at the time. Five years later, he took the leadership of the gang after Torrio was seriously wounded.
After that, it’s all history. He built himself a ferocious reputation among the mob rivalries at the times, his main interest being to control most of the racketeering businesses that were happening in Chicago.
The more he killed and took over control of a business, the more fearful he became. Because the law enforcement in that period didn’t have the capacity needed to prosecute Al Capone’s for everything he had done, they charged him for not paying his tax returns.
In June 1931 Al Capone pleaded guilty to income tax evasion and got charged by the Government for evasion of $215,000(which is around $3.5 million today) in taxes.
Although he had the best lawyers at the time working for him, he didn’t manage to escape his fate and was sent to prison.
He would eventually be released due to his failing health (he had late stage syphilis) and after suffering multiple heart attacks, the man who brought fear and terror to so many, would get to spend the last years of his life at his mansion in Palm Island surrounded by his family where he would pass away on January 25, 1947, aged just 48 years old.