He Won the Sportsman of the Year Award in 1998 and 2000

Tiger Woods etched his name in gold in 2000. Sports Illustrated crowned him Sportsman of the Year, a prestigious honor that had eluded the likes of Michael Jordan, Arthur Ashe, and Jack Nicklaus. Tiger’s unrivaled dominance earned him this distinction not once but twice, adding to his previous triumph in 1996 as an amateur golfer.

For over a decade, he stood alone as the sole two-time recipient. LeBron James later claimed the title in 2016, having first seized it in 2012, while Tom Brady first received it in 2005 and again in 2021.

Next: The billion-dollar man.