Political Missed Windows

I generally buy into the theory that candidates have windows at very distinct times. This isn't anything mythical, or even unexpected, but the series of items that come together to create a wave that someone can use to ride into the White House seems so rare that it may only happen once or twice in a politican's career, if at all. For some candidates, once they pass on a cycle, their next room seems very uphill. With that in mind, anyone have thoughts on politicians who passed up their best political windows? Off the top of my head:

2004 - Hillary Clinton
2008 - Jon Huntsman
2012 - Jeb Bush
2016 - Joe Biden
 
Jeb wouldn't have won in 2012. The Bush name was ruined after the 2007 crisis. No Bush can win the white house until 2030 or 2040 at this point.

Hillary has similar issues in 2004, though not as bad.

I think Warren had a missed opportunity in 2016. She would have done better than Bernie.
 
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