2. Magic Johnson

Career Earnings: $46M
Net Worth Now: $500M
Sport: Basketball

Magic did quite well for himself after retiring early. Magic signed a 25-year, $25 million contract before the 1981-1982 season, making it the richest contract in sports at the time. He eventually restructured his deal around '88 to catch up with the times and when he came out of retirement in '95-'96, Jerry Buss took care of his boy and signed him to a multi-year, $14 million deal. Johnson turned his career earnings of approximately $46 million into $500 million by revitalizing urban neighborhoods. Magic invested in Starbucks before it was cool and put Best Buys and AMC Magic Johnson Theaters in urban areas in order to create jobs. Almost forgot, he owned a piece of the Lakers. If that ain't a hustla, whatchu call that?