Here are some of my personal favorite quotes that I think are, well, less than well crafted shall we say:

"An ‘extremely credible source’ has called my office and told me that @BarackObama's birth certificate is a fraud."

"I will build a great, great wall on our southern border, and I will make Mexico pay for that wall. Mark my words.”

"If it weren't for me, you won't be talking about illegal immigration."

"He was a war hero because he was captured. I like people who weren't captured."

"Iraq and Iran were very similar militarily, and they’d fight, fight, fight, and then they’d rest. They’d fight, fight, fight, and then Saddam Hussein would do the gas, and somebody else would do something else, and they’d rest."

This is probably the most painful, though:

"Look, having nuclear—my uncle was a great professor and scientist and engineer, Dr. John Trump at MIT; good genes, very good genes, OK, very smart, the Wharton School of Finance, very good, very smart—you know, if you’re a conservative Republican, if I were a liberal, if, like, OK, if I ran as a liberal Democrat, they would say I'm one of the smartest people anywhere in the world—it’s true!—but when you're a conservative Republican they try—oh, do they do a number—that’s why I always start off: Went to Wharton, was a good student, went there, went there, did this, built a fortune—you know I have to give my like credentials all the time, because we’re a little disadvantaged—but you look at the nuclear deal, the thing that really bothers me—it would have been so easy, and it’s not as important as these lives are (nuclear is powerful; my uncle explained that to me many, many years ago, the power and that was 35 years ago; he would explain the power of what's going to happen and he was right—who would have thought?), but when you look at what's going on with the four prisoners—now it used to be three, now it’s four—but when it was three and even now, I would have said it's all in the messenger; fellas, and it is fellas because, you know, they don't, they haven’t figured that the women are smarter right now than the men, so, you know, it’s gonna take them about another 150 years—but the Persians are great negotiators, the Iranians are great negotiators, so, and they, they just killed, they just killed us."