I'm neutral on his political stances. I think either a strong shift towards extremely free markets (i.e., healthcare and education highly privatized and non-subsidized), or towards highly regulated markets (i.e., healthcare and education fully publicized and price-regulated) would both be a step in the right direction. Either case seems like it lends towards cheaper services. There's something to be said for age old Adam Smith principles, but I think the "FEWER REGULATIONS!" statement requires more nuance than most people who espouse it tend to afford.
I feel like we're at the very bottom of a parabolic curve right now where everyone is getting fucked due to fake money being injected into these systems. I think above all, what everyone can agree on, is that the individual should come first, and policy should follow. The amount of large businesses with their hands in politics is really the struggle he's crusading against.
I can definitely see where he comes from as a small business owner -- it seems like the same injustice that individuals feel towards certain sections of the upper class is magnified. I think it's helpful to hear small-business owners' side of the argument, because they really are the ones who stand to be hurt most by moving further left, unless done with careful tact.