I'm not the first to notice that Trump has a very...odd way of speaking. Consider for example his speech on windmills:
We’ll have an economy based on wind. I never understood wind. You know, I know windmills very much. I’ve studied it better than anybody. I know it’s very expensive. They’re made in China and Germany mostly — very few made here, almost none. But they’re manufactured tremendous — if you’re into this — tremendous fumes. Gases are spewing into the atmosphere. You know we have a world, right? So the world is tiny compared to the universe. So tremendous, tremendous amount of fumes and everything. You talk about the carbon footprint — fumes are spewing into the air. Right? Spewing. Whether it’s in China, Germany, it’s going into the air. It’s our air, their air, everything — right? So they make these things and then they put them up.
I think anyone that reads only the text would be bewildered by what exactly he was trying to say. However, what I notice is that he seems to be more scrutable when you watch him. I could not decipher the text, but watching him somehow added more context and I started to piece together what he meant, namely something along the lines that windmills are not made domestically, and that they suffer from a polluting manufacturing process.
To be fair, a lot of human speech does not transcribe well. But consider this example of transposing his speech on a woman acting drunk. The way he speaks seems unusually discombobulated, even if you're not evaluating it from the standpoint of "professional speaking person".
This seems to happen again and again, at least for me. What I concluded is that while Trump is perhaps not articulate in any meaningful definition, he's extremely adept at communicating sentiment.
I think this works to his benefit in many ways. Whenever he says something completely bonkers, like how he has 'total authority' as president, or the more recent Twitter storm of "LIBERATE [STATE WHICH HAS DEMOCRATIC GOVERNOR]", his supporters are not primed to take him literally. What you then get is a slew of "what he actually meant" takes from his supporters which try to decipher the sentiment he was trying to communicate. This gives him a tremendous advantage as someone whose job is to be a talking head every day, and maybe that's why every scandal just slides off of him. He escaped the prison of the literal word, and instead swims in a fluid sea of mercury where meaning can coalesce in unpredictable and therefore leaves him untarnished.
I'd be curious to see if anyone else has taken advantage of this phenomenon, where your ambiguous statements are molded like clay to fit any situation or circumstance. The closest that comes to mind are hugely successful prophets like Muhammad and Jesus. That realization makes me very uncomfortable.