As I think about it, this may end up being a total dumpster fire, but not on whether this works or not.
Trump has yet to really divest his business ties. So it's certainly possible this could become a "pay to play" scheme ... he's already quite open about blatantly using his businesses and properties to entertain foreign dignitaries. I could see where a complimentary ego stroke (his mortal weakness) and a promise to invest or scratch regulations in certain areas regarding his businesses could get someone far in negotiations...
I
read this yesterday about his response to the Chinese president getting rid of term limits. I have thought about his relationships with Putin (as a person) and how he is attracted to power relationships....
Also there is the joke that his opinion is usually shifted by the last person he speaks to. He has a intense distrust (even distaste) of lonewolfs and he has booted folk who are not sycophants... I think hints towards the types of power relationships he has/will continue to build abroad... and this isn't a good thing if he is setting economic policy based on these conversations.
His tweets are embarrassing for us sometimes, but his biggest black mark in my book is that he simply doesn't care about whether or not he uses his office to increase the reach of his brand...
My opinion, instead of focusing on rigged townhall "debates" and engaging in Twitter asspats... the press should be targeting/protesting the promotion of his businesses. But they're just as corrupt as he is and totally dependent on him for ratings (and I'm thinking likely in bed with at least one of either major parties), so they will likely continue allow this to fly underneath the radar...