Kevin Brown signed the first nine-figure deal in MLB history (a seven-year, $105 million agreement with the Dodgers) before the 1999 season, and the new century has brought 64 more such contracts. Despite the relative regularity of $100 million contracts in the sport's modern landscape, observers usually take a moment to collectively pick up their jaws from the floor whenever the newest one is signed.
That's because it's still a lot of money for a team to bet on one player. As we covered previously in PointAfter's Weekly Rotation, the results can often be disastrous.