To your point, he should have three straight CYAs. Colon wins it in 2005 because he won 21 games, when by every other metric, Santana was the vastly superior pitcher and way better than anybody else. It's one of the worst award decisions of the past 20 years, there is no real defense for it. And if Santana won three straight CYAs, would he have fared much better in the Hall of Fame? Only Maddux and Johnson ever won three straight, and of players to have won at least three, only Clemens, Kershaw and Scherzer are not in the Hall of Fame.Good example. Santana could/should have won 3 straight CYs. Probably the best pitcher in baseball for 5 years, but he got hurt and it cut short his career and counting numbers. He also had little post-season success.
The latter point helps distinguish him from someone like Puckett, whose career and counting stats were also shortened by his eye condition. But Puck‘s first ballot induction also supports the narrative that voters have been more generous toward hitters than pitchers.
Separately, if Lester gets in because he had 200 wins, then he better be going in with Wake!
https://www.baseball-reference.com/awards/awards_2005.shtml#all_AL_CYA_voting
I think he gets in one day, because I think over time his career will not be seen as short as it was when he first came on the ballot as we shift to a different era of baseball where pitchers rarely throw 200 innings.