Everyone from Michael Jordan and Mike Tyson to Tiger Woods was making money hand over fist. Similarly, Shaquille O’Neal, Greg Norman, and Michael Jordan built much of their fortune after the decade ended. Andre Agassi2017 Getty Images / Getty Images Sport via Getty ImagesSport: TennisEndorsements: Nike, Canon, American ExpressNike, Canon, American Express Net worth: $150 millionThe Punisher2024 Getty Images / Getty Images Sport via Getty ImagesDuring Andre Agassi’s legendary 20-year professional tennis tour, he was known for his dominance on the court. Evander HolyfieldEric Espada / Getty Images Sport via Getty ImagesSport: BoxingEndorsements: Coca-ColaNet worth: $250 million“The Real Deal” Holyfield2022 Getty Images / Getty Images Sport via Getty ImagesEvander Holyfield, the world’s second most popular boxer behind Mike Tyson, earned over $60.5 million in 1991 alone. To this day, Michael Jordan remains the richest athlete of all time, with a net worth exceeding $3 billion.