When I am Emperor, neither Hillary nor Donald will be the senior Hoo-ha in my administration. Neither are likely to be in jail, though Donald may spend a fair bit of time in court and, under my rule, may be subject to sentences involving retributive punishment at he hands of some of the women, contractors, students, workers etc that he has screwed over. Hillary may get a senior advisory role.
Why? Hillary has years of experience inside some of the most complex, difficult issues facing the USA and the world. She may have made errors of policy and process, but she knows the game, the players, the complexities and the issues. She even has a bit of a track record for being able to work with the "other side" -- pretty much the only way anything worth doing gets done. And deep down, I believe she wants to do "good".
By definition -- of anybody who wants to be President or spends a life as an ambitious politico -- she is not to be fully trusted to keep the "good" on top of the pile of motivations and decision criteria, so she'll need minders and challengers. She screwed up on the email server, and the hacks and leaks are exposing some of the unpleasant "sausage making" that I believe you would find behind any campaign or political career. Nothing has yet been deemed prosecutable. If an "outsider" showed up who seemed to have the wisdom and capability to make the sausages in a cleaner better way I would be singing their praises. A yelling lying unread hate-baiting bully is not that person. And how can you trust anybody who does that to their hair?
Donald has turned a silver spoon into a gold spoon, but by simply investing his inherited money in a fund tracking the stock market, he could have a whole gold flatware service for 12, without bankruptcies, stiffed contractors, etc. While he has brought the unhappiness of a large chunk of (mostly) white undereducated and distressed men (and women) into the light, he has done it by allowing them to blame the situation on a Hitlerian "other" and by nourishing unfounded conspiracy theories that are hateful, racist and just wrong, but that allow people who feel hurt and disadvantaged to vent and amplify their anger on largely innocent oppressors and enemies.
Meanwhile he lies pretty much every time he opens his mouth -- including when he accuses others of lying. He is a boor. He is clearly a narcissist, unable to accept criticism of any sort without the response of a bully. His business are as full of noisy ethically questionable failures as successes. His "foundation" appears to be illegal and it's main purposes are to use other peoples' money to pay off his business fines and build fountains in front of his buildings.
All this suggests that his decision-making and judgment in his world -- a much narrower and less complex world than Ms. Clinton's -- is worse on nearly every measure. He lies, he cheats, he screws people over, he thinks only of himself, he is abusive -- why would we expect better thinking and decisions in a situation involving much bigger issues?
He has played a significant contributing role in turning America from a nation that worked and acted to solve problems and who saw their President as "their" President whether or not they voted for him or agreed with his policies, into a polarized nation that can't get anything done and that has a significant portion of the population who, against all objective measures sees their President as illegitimate and evil in a way so vitriolic and wrongheaded that it can only be seen as racist.
In the words of Pres. Obama: "C'mon"
P.S. I just wrote this to get it off my chest before y'all vote on the future of the giant I sleep next to 8 months of the year and with for 4 months. Thought I did OK. Then literally on the day I do it, this guy comes along and maybe does it better:
http://www.nytimes.com/2016/11/02/opinion/donald-trump-voters-just-hear-me-out.html