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300 wins in today's game is an incredibly difficult task to do. From wikipedia:
Changes in the game in the last decade of the 20th century have made the 300-game winner an endangered species again, perhaps more so than during the mid 20th century. The four-man starting rotation has given way to a five-man rotation, which gives starting pitchers still fewer chances to pick up wins. The physical and mental demands on starting pitchers have also increased yet again, thanks to the explosion in offense that has taken place since the 1990s. As a result, managers are much quicker to put in relief pitchers than in the past, particularly after the starting pitcher has thrown more than 100 pitches, even when the starting pitcher is winning the game. This increases the likelihood that a pitcher not get a win because of circumstances beyond his control. To put it in perspective, the 2006 season was the first time in a non-strike-shortened season that no pitcher won twenty games.
After Randy Johnson and maybe Mike Mussina win their 300, it will be a long long time until we see another 300 game winner.
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