I said that I cannot be bothered looking into two areas - (a) whether the 14 million figure is accurate (its not what I heard previously, I thought Trump said a lower figure but whatever, I assumed that the figure you provided is correct for the purpose of my argument - it didn't change my underlying point) and (b) whether his business is supposedly a scam (scam is an emotive word, he isn't operating an illegal enterprise and in any event it was irrelevant to what we were discussing earlier).
Forbes puts Trump's wealth at 4 billion (link:
http://www.forbes.com/profile/donald-trump/). You don't have to be a Steve Jobs' level genius to be smart (or not be a "simpleton", as you mentioned earlier).
On the racist argument, I have already read over the Huffington Post article that supposedly lists all examples of his racism. They use the same rhetorical devices as climate change deniers and anti-vaxxers, i.e. making many weak arguments to add a false sense of legitimacy to their overall point, while ignoring the probative value of each argument. All of their arguments are easily rebuttable.
I will leave it there for today. The upcoming polls may pretty much tell the story of November in any event.