- [on the one thing he would want to hang on to if he should lose all his money and possessions] Diapers. I have little kids. Everything else I could figure out, but I would need those diapers.
- [on success] I used to drive around, look at the big houses and imagine what it would be like to live there, and use that as motivation. But I never imagined that would happen to me. I try not to take any of it for granted, and make sure that no one ever pinches me so I wake up.
- I hate politics. It's slimy. Any job where people pander for votes I don't like. The country has gotten so partisan that if you're not on my side, you're the enemy.
- [A 2007 prediction about what the next big money-maker might be] The one thing I know is the next opportunity won't be on the Internet. It will be a technology that is somewhere else. Some ten-year-old little girl will come up with it, and we'll all wonder how we missed it.
- [on being approached to fund potential business projects] The list is long, from hair implants to braces, to breast implants. I always get 'I hear that you're worth X amount of dollars, so one tenth of one-percent - you're not going to miss it. Would you just write me a check?' It's fun. It's a good problem to have.
- It doesn't matter how many times you fail. All it takes is one and everybody can call you an overnight success, so don't quit because we've all been laughed at. I know I've been laughed at, and my biggest hits have been the ones people thought were most likely to fail.
- I've had girlfriends where it was like "it's me or your business, and I was like "what was your name again?"
- [on if he would run for President in 2020]Based off what's happening in the White House, based off what's happening in the country and the world, we need better leadership and I think I could do a better job. But there's a lot more to it than just thinking you can do a better job, and so I'm not ready to make the commitment
- I try to look at every situation differently. I try to be objective. I try to be informed. And if I'm informed, hopefully I can come to a conclusion that I believe in and am willing to back and do something about
- [on if he would run for President in 2020]I would say the odds are extremely against it because my wife would divorce me. It's more a family issue than any other issue
- It's not my all-time dream to be President of the United States
- [on why he began supporting Donald Trump] In the beginning he was a business person and I wanted to see a change from the traditional politician but then he went and opened his mouth
- The one thing in life you can control is your effort
- [on Donald Trump]Look, personally I don't have a problem with the guy. Now professionally as the president, I think he's an idiot. You know, I never thought he was smart in talking to him.
- [on leaving Shark Tank after season 16] I love it because it sends the message the American dream is alive and well, I feel like in doing Shark Tank all these years, we've trained multiple generations of entrepreneurs that if somebody can come from Iowa or Sacramento or wherever, and show up on the carpet of Shark Tank and show their business and get a deal, it's going to inspire generations of kids. That's what happens, right? Now we've got people coming on saying I watched you when I was 10 years old. I'm like, f*ck
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