I think it's probably likely that he did.
Also likely is the entire Bush family voting for Hillary.
Reagan would've voted for Hillary too.
Why would Reagan have voted for Clinton? Trump was everything that reagan wanted to turn the GOP into.
No not really. Trump is too busy trying enriching himself and not ideologically committed enough towards the "Conservative Movement". In fact Trump hasn't really done a good job of actually trying to push legislation mostly displaying disinterest towards actual policy.
Ted Cruz is more what Reagan would of wanted the GOP to be like. Although you are correct that Reagan wouldn't of supported Clinton, that's pretty dumb.