Roger Clemens' Yankees were leading 1-0 with one out in the seventh and men at first and second base. Clemens had only thrown 84 pitches and had allowd just three hits and one walk (including one of each on the inning). Right-handed Eric Karros, who replaced the injured Hee Seop Choi in the fourth, was up, and Joe Torre went for Juan Acevedo in the pen (also a right-hander). On Acevedo's first pitch, the ball and Clemens' 300th win were both gone--three-run home run to left.
Clemens was shouting at Torre as he walked all the way to the mound to remove the Rocket, and I don't blame him. If I were Clemens I would not entrust my 300th win to the Yankee bullpen (or their middle infielders for that matter). So Clemens cannot get win 300, but loss 155 is possible.