1.When he kept trying to assure everyone that he did in fact have a brain.

“I went to the Wharton School of Business,” he noted several times. “I’m, like, a really smart person.” – Donald Trump

2. When he was super mature about Macy’s cutting ties with him.

3. When his idea for fixing oil prices was to not negotiate and just say no like an angry toddler.

"We have nobody in Washington that sits back and said, you’re not going to raise that f***ing price.”

4. When he didn’t support vaccines.

Sorry but that makes no scientific sense, Dr. Trump.

5. When he was behind all the crap about Obama’s birth certificate.

6. When he tried to convince people Obama was Muslim.

“He may have one but there’s something on that, maybe religion, maybe it says he is a Muslim. I don’t know. Maybe he doesn’t want that. Or he may not have one. I will tell you this: if he wasn’t born in this country, it’s one of the great scams of all time.”

Obama released his birth certificate later, silencing Trump.

7. When he bashed Rosie O’Donnell.

“Rosie O’Donnell’s disgusting both inside and out. You take a look at her, she’s a slob. She talks like a truck driver, she doesn’t have her facts, she’ll say anything that comes to her mind. Her show failed when it was a talk show, the ratings went very, very, very low and very bad, and she got essentially thrown off television. I mean she’s basically a disaster.”

8. When he released this exceptionally offensive tweet after the Baltimore backlash of Freddie Gray’s death.

9. When he called the founder of the Huffington Post “unattractive both inside and out.”

10. When he said Senator John McCain wasn’t a war hero because he was captured.

"He’s not a war hero. He’s a war hero because he was captured. I like people that weren’t captured."

11. When he called Mexicans “rapists.”

"When Mexico sends its people, they're not sending their best. They're sending people that have lots of problems...they're bringing drugs, they're bringing crime. They're rapists."

12. When he was super misogynistic.

"All of the women on 'The Apprentice' flirted with me -- consciously or unconsciously. That's to be expected."

13. When he reminded everyone that he has lots of money.

"The beauty of me is that I'm very rich."

14. When he said global warming wasn’t real.

15. When he said he'd date his daughter.

"I don’t think Ivanka would do that [pose for Playboy], although she does have a very nice figure. I’ve said if Ivanka weren’t my daughter, perhaps I’d be dating her."

16. When he objectified the hell out of women.

"You know, it really doesn't matter what the media write as long as you've got a young and beautiful piece of ass."

17. When he assured everyone that he was not racist.

“I have a great relationship with the blacks. I’ve always had a great relationship with the blacks.”

18. When he couldn’t think of anything better to say so he resorted to calling Bette Miller ugly.

19. When he solved immigration issues by trying to rebuild the Wall of China.

“I will build a great wall — and nobody builds walls better than me, believe me —and I’ll build them very inexpensively. I will build a great, great wall on our southern border, and I will make Mexico pay for that wall. Mark my words.”