Dealing with VCs/CEOs typically involves having the money in the first place. You have numerous cases of people without degrees at all getting VC money and building platforms. I deal with CEOs of large companies on a fairly regular basis. While the Alma Mater matters it's typically a stand in for economic class. People who can afford to not work for a few years to go the HBS aren't typically in the lower echelons. Also workplaces are more conducive to taking time out of your regular schedule for educational advancement the higher up you go, especially since you're usually always working. So the degrees come back to money.
Of the people who voted for President Trump almost all of that lies with white, male voters and that was regardless of whether they were college educate or not, and most of that was in the South. Take from that what you will as neither candidate was a PoC so race wouldn't apply as a divisor. What might have had an impact was the border security discussion. The President's election was as much a fluke as a response to disaffected Sanders voters as a weak Democratic candidate.