My question here is a pretty simple one, and just a quick idea that I had; what if Henry Clay won the Presidential election of 1844? He only narrowly lost to Polk, and the outcome could probably switch fairly easily, maybe with Tyler deciding to run with the party he considered creating which would have drawn support from more Democrats than Whigs. What would a President Clay be like? I imagine that he would oppose a war with Mexico, and might would not want to annex Texas, though that may be unavoidable by 1844.
The Whigs were opposed to second terms mainly, but its not like they ever really had much a chance in practice, and Clay clearly had Presidential aspirations. If he is seen as the best candidate, its probably not too hard to get him to run again in 1848. The problem then arises that Clay dies in 1852, an election year, but in June, five months before the election. We possibly then end up with President Frelinghuysen, at least from June to November. Would Frelinghuysen pursue a term of his own in 1852? Could he win?