I say he was dwarfed in the context of success their respective sports AND in size by CC Sabbathia, who has trimmed down to a svelte 290 and had bone chips removed from his elbow. Just a sensational pitcher overall.
You think CC has a shot at 300 wins? Very few are within striking distance of our current crop in MLB.
I think he has the best chance, if his elbows hold up. His team spends money to win games, translating to better chances for him.
However archaic, 300 wins is a lock for HOF unless you're Clemens.
Not that "wins" are the ultimate measure of pitching performance, as a stat. Yes, the pitcher's job is to win games. But I think we all realize the measure of a solid pitcher is his ability to:
1. strike batters out
2. keep the ball out of play
3. when allowing a batter to put the ball in play, the ball is easily fielded
4. not walk batters
5. not give up homeruns
The above five, of which, can be more easily correlated to if a pitcher can in fact win games.
Just because you have a "win" in the stat column, doesn't mean you performed adequately enough as a pitcher to have deserved the "win".