YouSaid · the spoken record

Kevin O'Leary

lines on the record: 150
first: 2025-06-30
most recent: 2025-06-30
sittings or episodes: 1
sources: podcast

Every line below is reproduced as it was said and linked to the record it came from. Nothing here is summarised or generated. Directory · Search · Corrections

“I mean it may sound I want more, but that is enough under cat always have always I have an account that just sits there with five million bucks in it in Bills. I never touch it. That's my nest”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“What that would do is some opportunity you don't know about down the future that you pursued some goal that somehow tainted your brand and that opportunity never comes to you. You're the captain of your brand. You have to define yourself right through the journey. It's hard. It's really hard. You know, It's really hard. And that, if there's going to be a downfall for you, you will have chosen unwisely somewhere. But it better not be for money. There should never be an amount that you would take because If your gut says no, it doesn't matter what the money is, not after what you've achieved. I mean, you don't need to buy a guarantee anymore. You got it. I'm assuming you've put some away. I mean, it's very simple. If you've got $5 million in the bank, you can do whatever you want now.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“It's never about the money never it's not about the money it's you know It's do I want to achieve that goal? I'm having a weird thing because I had a similar situation just a couple of days ago. When somebody approached me and said, Look, can you get behind this and back it and I'll pay you a ton, like just a crazy amount of money. And I thought. I actually want to spend one hour pursuing that? And I went back and said, Look, It's just not interesting. I can't see myself getting involved in that narrative, which was a complicated situation. And then he said, Look. How about I give you two and a half percent of the I just don't want to be associated. It's the same idea. Intuitively.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“You should feel it. You're kind of a weird dude because you're like a 70 year old man in a 30 year old body. You've got the intellect of experience, which most people don't have at your age, but deals. There's a certain feeling that you should feel that it's a good deal. It should be in your gut. And I've learned this. There's many deals that sound great that when I just do the gut check, I don't participate in. They just don't give me, and that came from experience, but you seem to have that in some weird way to avoid that when we just talked about. It's intuitive feeling that you generally get by having a lot of winners and losers over time. You seem to have accelerated that somehow. It's an intuitive nature of where you want to get to and what it's going to take to get there. And there's going to be sacrifice along the way.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“You know, I think the answer is very simple. Consistently achieving your goals because happiness is not a destination, it's a journey. That's what it is So you have to set those goals, whether it's noise to signal going full circle to what we talked about, or long term, whatever it is, it's consistently achieving those goals, you will be happy. Consistently not achieving them, you'll be unhappy because it is not. Happiness is not a destination ever. It's a mistake that's so elusive. I mean, Just not a destination, it's a journey.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“If you understand, if you're wearing a whoop, you know what I'm talking about. It's sort of, I'm very, very focused on what I do and exercise and what I eat and all that. But that makes you feel healthier and just better about your day as you go through it. But the fact that you figured that out at your age, because most people at your age would have taken the 7 million pounds or whatever it was, that would have been a huge mistake because now the next product that you do endorse, I will know with certainty that you use it because you told me this”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“Yeah, I think that so you've already figured it out. And the other thing that I would do and say anybody your age, and because I wish I'd done it, is start focusing on longevity in your 30s, start thinking about what you eat and what you drink and how much sleep you do and how much exercise you have, you could live to 120 years old. I mean,”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“That's my advice to you because I meet a lot of people, but you're very rare. What you've built maybe by Happen chance that it occurred. Whatever alchemy occurred, you have it now. It's yours to lose. Don't fuck it up.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“And so you better be authentic, you better be transparent, you better be honest, even when turmoil hits, whatever it's going to be. I found that saved my ass so many times by just saying, here's what I know, here's what happened, and that actually bonds them even closer to you. And that's the difficulty you're going to have is how much you want to take because you're going to have that opportunity. But if you stay authentic and say, I'm going to support this brand because I use it. Every single brand or commission I have in supporting a business I use myself. I'm a shareholder in it, and I believe in it, and I use the product or, you know, whatever. Like the wines I make myself with my wife, we drink them in our family and everybody knows that. I wouldn't drink if it's shit wine. So it's sort of like”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“You'll be approached by a lot of people that want to ride that network you've built. And my advice to you is that Because this has really worked for me. Is this a product or service that I personally would use, that I would actually use? Because you'll get offered a lot of money to talk about one brand or another brand. They will. And you may be weak and take it. The Anybody in your network, in your community thinks you're not authentic, you're fucked. And you know that.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“What I have learned, and this is something that you should really think about for yourself. Your real value, your real brand. Your followers, this army of people that have decided to invest their time in you You know, you've cut across a vast swath of people, so you influence. Very successful managers, COs, and a lot of young entrepreneurs want to hear what you have to say because they're expecting you to deliver valuable information. multiple sectors and you also have your own data but men and women and so where do you take that because you know it's do you want to launch a clothing line do you want to sell burgers do you want to do consulting you know it's it's you have all those opportunities but what fits your brand and so I have and you'll get to do this. You'll get to do this.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“You can't do that, like watch insurance. You will never launch a watch insurance company. You will never do that. You will never get around the compliance state by state. You will never launch in the Middle East. You will never launch in England. Bullshit. That's exactly what I did. I found the right team. I found the right partners. I figured it out. I was passionate about it. And I think I'm going to kick ass. I think I think in two or three years from now, you won't be able to catch up with me.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“I think there is no drag. There's only driven. I don't understand being dragged. Drag insinuates that you don't care about performance. You don't care whether you succeed or not. You're just being sucked into the void of success. You might be able to say that for a rock star that gets a hit song, but most of them doesn't last. You need massive amounts of drive. And I love the most exciting thing I like to do is when someone tells me,”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“I don't waste my time. Even coming here to spend two hours with you, when I first heard about it, I went online and said, oh yeah, this guy, this guy's great. I'd love to work with him. That kind of thing. You allocate your time. This is, I'm happy to do this. I want to be here. And I think we had a very interesting couple of hours together. But that's... The definition of happiness What concerns me and my wife often says to me We don't need any more money. Why are you flying 300 hours a year on an airplane? What are you doing? I said, I'm happy. I'm happy doing this. I want to do this stuff. Sometimes I do five cities in a day. It's freaking crazy. And it's the wonderful thing about air travel today. You can do that.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“I get happier the older I get because I'm very comfortable, I found a place. This may be just what aging does. I mean, it just, when I was in my 30s, I had a lot of trauma and turmoil and just... Hard time to find it, trying to figure out who I was. And I also suffered from dyslexia, which I've come to think of as a superpower now, not an affliction. But it was kind of like, it's hard to know what journey you're going to be on until you find it. And then I found it. And then I started on a new journey. You know It's something where you ask yourself every day goes by and this noise and signal thing, how much of this day was I happy doing the things that I wanted to do? And I am very happy if I measure it by... Is there anything that I spend my time doing that I don't want to do today? The answer is no because I don't have to. And so”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“I mean, we spend a lot of time talking about him, but I think there's a lot of lessons learned from him that I think managers today, parents today, certainly CEOs today. You're about, this show's about CEOs. I wish every CO had spent the time, the minimal time that I spent with jobs had such an impact on me. I owe a lot of my success to him because I think I always think what was Steve done. I make decisions like that. It's amazing. The guy's still around. I bet you if you talk to any of the management at Apple, they have that ghost in those rooms. For sure. including the current CEO, who I think was doing a phenomenal job. He spent so many hours with jobs, he knows exactly what I'm talking about. Nobody spent more time in business than that guy for sure.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“Just get back on the plane and go do it. It was a huge hit. Like it just, you know, it's a huge hit, like it's just the guy was, if you looked at it like he could write the hit songs. That's what he did. You write the hit songs. So even if you hate the producer, you want the guy that can do the hit songs, right? If you're an artist, you put up with a crazy producer.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“And he was so pissed that, you know, in these old buildings, they had a little window where you have a little knob and it only opens up four inches so you can't jump out of it in a hotel or something. So we had a Hertz rental and the whole team's going out. I'm going to drive the car back to San Francisco. I'm going to fly back to Boston. And he undoes the window and he's got his head stuck and there's yelling at me from looking up at him and saying, you know, what the fuck? What more can we already kick us out, you know? And then on the way, we had these old brick, the earliest cell phones, these brick phones. Heidi calls me and says, okay, he'll do it for million. Said Heidi, what do we have to go through all that shit? Do we even have to get abused? She said.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“I've seen her since I didn't even know she remembers this particular, anyways, we leave. He's barking at me and he's got one of my product managers in tears because she wanted to do the market research. He said, no way. We're just going to do what I say. And she just felt like her job was useless. And for him, it was. I mean, he just didn't give a shit what she thought. Although she ran the universe of Oregon Trail or something, it's a massive title, like a huge, multi-million dollar title on the Mac in every hundred ten thousand schools in America.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“You know, it brings me back into that room with Heidi Rosen and all the crazy crap. I mean, it was just nuts. And, you know, I'd have to spend a lot of time. The only meeting I really remember, the one that really sticks in my mind. When we were in Cupertino and we were I think, I don't know, we were going after him for 18 million or something, and Heidi was there. Heidi Rosen, she's a famous Venture capitalist, but she was also kind of the The person that could actually deal with jobs all day long at Apple and bring him back to Earth when he was out of his mind. I'll give you an example of how that would work.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“Well, he respected me, that's for sure. He wouldn't execute on my ideas. He expected me to execute on his, but he was never wrong.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“I don't know. I never saw him happy. He was always barking at me. I never saw him happy. I don't think I ever saw him laugh. I don't he may not have been, you know, that I mean, that's probably something his wife would know, but he looked like a tortured guy to me. But That may have been his curse.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“But they know they're smart enough to know it's the same way I felt about jobs. I'm getting back on the plane this quarter. I know he's going to beat me up, but it doesn't matter. It's the greater good is that we get this software out there. Advancing math and reading scores.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“Up with Elon, the most powerful man on earth should have a very good relationship with the richest man on earth because he's the largest industrialist on earth.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“I saw that first, and I said See, this is almost foreign. He said, well, how does it make you feel? I said, it makes me feel pretty good. This looks like it's on a piece of paper. You weren't even born when this stuff was happening, but it was, he was so far ahead. And this is the same way Elon is redefining whether it's, you know, space, X, or whether it's what he's doing in neurosurgery or Tesla or all of these initiatives, you know, his satellite technologies, they are the same, those guys, except Elon's 100% signal. I said that earlier. They are the same, and they should be their treasures, their national treasures. It doesn't matter if you like them. It doesn't matter what their politics are. It's irrelevant. The contributions they're making to society and to America, frankly, and the competitiveness nature of countries. That's why I thought it was so important that Trump make up.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“I remember when we were writing the code for that thing, Steve, this is not what people are used to seeing on a computer screen he said, No, it isn't. That's why it's going to work. If you think about the very first scalable fonts”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“He spent a lot of time at night Even studying fonts and looking at art and focusing on the signal. I think his wife talked about that a lot. She spent more time with him than anybody else, although Waz talks about a lot because those guys spent countless hours together. And Jobs defined he would take Instances from nature are or from Japanese, you know, scripture or text or imagery. and redefine it into technology in a way that no one else was doing. And that's the idea of the honey and the bee and the queen and all that stuff. It kind of comes from his view of the world. Know if you can understand this, but because it was so. It came from nature. It was easy for people to assimilate it. It wasn't foreign. When they looked at the imagery and the design, he tried to pull from pleasing images, from nature, like the fonts on the first max.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“I mean, I can't fault him on anything, although I kept telling him you're going to get it wrong one day. You're not going to be right all the time. I can't find when he wasn't right. That's the frustration because I teach this to a bunch of really smart kids at Harvard, of which, by the way, a third are international students. They say, well, when did you catch him? I said I didn't.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“platform is the power of brand. It's I'm not leaving this universe, and Apple is one of the world's largest companies, and you may say, oh, an innovation is going to make everybody leave that platform. I don't think so. They let other people sometimes bring in a new market and then they take it over. And I saw Steve do that multiple times. He did it with the phone. I was around for that. That was crazy. I mean, He had the vision that we would someday run our software on the phone. I said, you're out of your mind. The screen's too small. He said, no. Going to go vertical. You're going to rewrite all this crap vertically.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“It is pretty interesting because you got to prove it that he was wrong. Let's accelerate. He's dead now. But the philosophy of Apple, and I'll give you the way you win at it, you look at it. I can go by a $330 laptop right here. with the same processing power of this eighteen hundred dollars Mac laptop. Why would I spend eighteen hundred when I could buy this for three hundred? Why? I want to be part of this universe. This honey right over here The apple care, the fact that the OS works on all the platforms and the messages are shown on all platforms simultaneously, all the OS, all the honey.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“I'll tell you why. I'll tell you why. You know, it's so interesting. People don't understand the genius of Apple because this, again, came from Jobs. Well, he used to say to my team over and over again, and I mentioned earlier, they don't know what they want until I tell them. And I always just as close as you and I are right now, you're Steve. How the fuck do you know that? How do you know that? You don't know that. You don't know what you don't know. He said, Show me where I'm wrong. Show me one instance of us working together I'm wrong. I said, it hasn't happened yet, Steve. Doesn't mean it won't. Get back to work. Don't worry about it. I'll worry about it. You make the software. I have the chips. Make the software. Go make the honey. I have the clean bee. Don't worry about it. And that”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“That's where it's going to go. So when I solicit the ear of a senator, I try and explain to them my honeybee analogy saying this is about defense. I don't want to live under authoritarian. You know, I know we debate the whole political environment these days, but I don't want to live around Chinese honey. I just don't. And those are going to be the two superpowers. You're in one vertical. Either you let the Chinese make the honey on AI or we make the honey and let the Chinese buy some honey from us. I know where I want to live. I know what I want to do, and I think I can convince a lot of senators the same idea because you've got to understand the Wozniak jobs analogy that you brought out earlier. That was the genius of jobs.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“I tell them, you know, everybody's got a lot of angst about AI. I tell them, listen. Everybody chillax it's a tool. You know, it's the same classic thing where Radio was going to be displaced by television. Radio is bigger than it ever has been. It just doesn't matter. The one thing I concern myself with AI is warfare. And I think the country that has the best AI and data centers and the most advanced chip technology will win the wars of the future, which will be fought by drones and robots. I know that sounds kind of crazy.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“Now, full circle to your thing about the chips. That all came from NVIDIA chips. That's not from Chinese chips. Whoever controls the chip and the honeybees are, those guys are all Indians in Pakistanis. They're genius mathematicians. That's the team over there running off that platform. If we had let, anyways, I don't want to, I'm just freaked out that we got to control that. We need democracy to control that.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“But on the other hand, I've now got content for that particular business. I was shooting for that particular business. I was going to shoot that commercial for. And I said, guys Let's tweak it and shoot it again. He said, Yeah, we'll do it in two seconds. We'll send you the 15 seconds back. I said, I don't like what I said there. Can I change what I said? She said, yeah, well, do you want it in Spanish? Do you want it in Japanese? You want it in Arabic? That's the power, the productivity that we're going to get. Our budgets for producing content are going to drop dramatically over the next few years.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“And just to show that they could produce a new commercial with the same background. $9,000. That would have cost four hundred thousand from scratch.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“And I'm then going to go into post with the green screen and I'm going to spend more money in posts. I'm going to add whatever I need, whatever background I'm going to need. Or I could fly to Dubai. where they have a giant studio with a six K digital wall. Where AI links up your script To the background there is no post production. You basically shoot the commercial and In four hours and it's done. The background's perfect, the imagery's perfect, your script is perfect. And I did that two weeks ago for the first time. I'd never seen that before. We did it for a fraction of the cost of what it would have cost to do it in the old way in post production. But then I'll tell you what freaked me up. They reshot the commercial without me there using Kevin agent. I wasn't even there.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“this summer. I have exactly what they want. That was AI. It cost me virtually nothing to get that data. Five, ten years ago, it would have cost me a million bucks to go do all the market research. I got that for $18,000. So that's using an AI tool. Here's another example. So do I use that tool? 100%. And there's many tools. You don't have to just use chat. There's many different competing platforms. So we use them all. We check the assumptions by checking it all on all of them. See the little variances. Number two, I have to shoot an ad, I have to shoot a commercial. I'm going to shoot it here in LA. I'm going to do it in a studio like this with a green screen. And I'm going to spend $250,000 for a $15, a $30, and a $60 out of the same”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“People buy where they buy it, when they buy it, what they drink, what varietals. And I'm in the wine business. I sell with three million bottles a year of wine. One of my companies, actually a shark tank company. And we partner with a company called QVC. We sell online. And so I can tell you today, this month, this week, the number one varietal in southern Florida for women ages forty four to sixty four is moscato, a sweet wine. I think it tastes like shit. I don't care what I think. It's the number one wine right now. And I knew that to make that variety available six months ago so that I would be able to ship it and put the inventory, the capex, in the right place at the right time to support that demand for the rest of this summer, a sweet, cold, moscato wine. That means I spent a lot less money and a lot less risk. I don't have any vows.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“the wine business the challenge of a thousand year old business. You don't know what the weather's going to be like. You don't know what varietals to grow because you don't know what the preference of the customer is because you're selling it through multiple tiers of distribution. During the pandemic, 43 states in America opened up direct to consumer sales from the wineries in the West Coast. For the first time ever, the wineries found out.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“Most businesses have developed large and small direct consumer strategies where they try and build relationships with customers and sell them product direct. Yeah, they still use retail, say you're Nike or something. And you're 27% direct to consumer before the pandemic, you're now 50%. And direct to consumer gets you higher margins, but it also gets you data, gets you information about the preferences of your customer base, what they like, what they don't like, the flavors, and what they buy when they buy, where they buy it, all that stuff. That's very interesting, that data. Let me give you an example of wine bus If you think about”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“It's bigger than the internet. I'll tell you why. I want to keep it down to earth because I'm actually using it now in use cases. There's every sector of the economy, every aspect of research, every aspect of business has a huge opportunity here, but let's just take use cases that you would understand everybody listening would understand. In today's post pandemic world.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“What are your long term goals? I mean, it's not about our marriage or anything else other than we're having a great time, but what are your ambitions? I'm really interested in you. I'd like to know what you think. Maybe the woman says or the guy says, were you checking me out? You say, yeah. Yeah, I'm really interested in you. It's a form of finding out if the connection, you know, I should be a marriage counselor. That's what I think. I mean, it's really dating is the dance, but it should involve exploring where we're going financially.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“Love that Mariani, that's it. Those are the marriages that last an entire life. That's it. That's what you're looking for. That's great advice right there. Whatever the book costs, that's the best value right there And then ask yourself Am I dating one of these or not, you know? You know, you should talk about money on the third date. Think about a date, think about dating first date. Oh my goodness, this is a really interesting person or not, then there's never a second date. Second date, I want to learn more. I'm really interested. You're going into a third date. There's something going on. There's something going on. You both want to meet again. That's the first time you should say, look, I know this is crazy. But we're here together a third time because something's going on here. And I'm just wondering.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“There are people that can't have no discipline, they just can't. They got to have the boat, they got to have this, they got to have that, and they pressure their other to say, look, I want to keep up with the Joneses next door, even though they may only each have a salary of $100,000 each, can't do it. And they have kids, and they're trying to put them through college. That's divorce. That's why almost ninety percent of unions break up is that classic. Financial pressure and divorce gets them out of that mess because they can no longer spend on your credit card anymore, but it's a horrible way to go. So I'm an investor in a company called Hello Prenup that does divorces, does prenups for women. Prenups forced during the euphoric period diligence. They have to disclose that. Their financial background”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“And so what happens invariably is you fall in love but you didn't do any due diligence on that person spending habits or their financial history because La More is so wonderful in the early days, you didn't do any diligence on their family or them or their brother or bankruptcy in the past or whatever it is. And then you get married, and you know the euphoria starts to wear off, and you notice that the other is outspending you. Buying a lot of stuff. Beyond your means. And that starts the first friction. And then that credit card comes in with a hundred thousand dollars on it at twenty three percent interest and another. purse was bought or whatever the hell it is. And you're starting to sink because you may have married somebody who can't stop spending. This is just a typical.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“Well, you may be shocked at this. I wrote a book about this and I decided men, women and money a long time ago, 10 years plus, there it is. And I did some research and I went to meet some of the top divorce lawyers in North America In New York, in Boston, and other cities. And I said, Look, I want to kind of do a pie chart of reasons for divorce that seem 50% seemed to end a divorce within five to seven years. Every one of them, they didn't know each other, said it's not infidelity. Nothing to do with it. Most marriages can survive infidelity. They can't survive financial stress.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“Sometimes it's not the other person that you're divorcing, it's you. You're the problem. If you're getting married for the third time, you're a guy or woman, it's not them, it's you. There's something wrong with you, and you should probably not get into another economic union. You should probably just date till you drop dead because it's stupid. Marriages are tough. I mean, they're tough. Anybody's been married for more than twenty years knows exactly what I'm talking about, but they have their crew more benefit than anything. So if you're happy, 51% of the day with your wife, stay with him or her, husband or wife. That's very important.”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“You've got the other spouse sitting there. This is the stupidest thing you can ever do. It took your whole life to actually create this nest egg. It could be, you know, you're 45 or whatever. You've got a comfortable life. And all of a sudden you don't like your wife or husband? Think about that for a while because you are going to wipe out up to two-thirds of your wealth. You better really like somebody else a lot. And frankly,”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT
“Yes Why because think of the geometric loss of wealth every time you get divorced you pay the woman that you divorced or man and you pay the government a third often through capital gains and liquidation because you can't separate all the assets without liquidating them sometimes. So you've got the government sitting there”
2025-06-30 · The Diary of a CEO · Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid! · IDENTIFIED FROM THE TRANSCRIPT