As far as Jeb Bush goes in terms of having almost no support despite a massive war chest I think Cuomo is most likely. Gillibrand won't run precisely because she's far too similar to Hillary. I think Klobucher is more likely then her. Booker will go further then Cuomo because he actually has some issues like criminal justice reform to run on and Castro I don't think will run either given that he hasn't actually been elected to anything yet. Cuomo is just a boring white male who is politically centrist and potentially is pretty corrupt. I think he'd be similar to Giuliani in 08 actually, gets almost no support in Iowa and puts everything into Florida but still gets something like 5% of the vote.
Cuomo has this title written all over him.
A flameout for Booker would look more like Rubio than Jeb!.
Jeb/Rubio are basically interchangeable, except Rubio is even more of a niche candidate with even less appeal to moderates in his party. Rubio stole Jeb's spot when he enabled and refused to attack Trump, that's the only reason why he lasted so long, had he attacked Trump from day 1 he would've ended up like Walker, etc.
