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HubSpot is a success story, partner.
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Now think about listening to this podcast. Right now you are probably multitasking. You are probably catching maybe 70 to 80% of what I'm saying. Now flip that and imagine catching only 20%. It's not a good use of your time. That'd be insane, right? But this is the reality for most businesses. Most businesses only use 20% of their data. That's like reading a book with 80% of the pages torn out. You are making decisions with a fraction of the picture. All the important details that get buried in the call logs and the emails and the transcripts and the chat messages and it's just floating around doing nothing for you. Unless you use HubSpot. Their customer platform brings all that unstructured data together and turns it into insights that actually help you grow your business. Because when you know more, you grow more. And when you're running a business on a hundred percent of your data instead of 20, the decisions get a lot easier. Visit HubSpot.com to get the full picture
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today in this lessons episode. Discover why relentless persistence is the ultimate competitive advantage and what it takes to achieve world class success. Learn how mastering one core strength creates outsized results. Explore why an unstoppable mindset fuels growth. And understand how small entrepreneurial actions compound into lasting success. Every single person, if they put 20, 30, 40 years into something, they'd be 10 years into something, they'd be successful at it or some there's if they have a feedback loop built in, if they iterate, if they learn, they'd be some measure of success at that thing. But I find that I wasn't going to go into this yet, but we're
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like right out of the gate.
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The thing that people have to take home from this, it's that attitude. It's that I'm not giving up till I figure it out or die attitude.
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Yeah, I think you got it, man. I think that, you know, I'm either going to win or I'm going to die on this hill. And the fact of the matter is, most people, I mean like 99% of people don't do that, right? I mean they get a good job and they worry about, right, they worry about keeping their job. There is an expression, a quote that has stayed with me for a long time, which is A people hire A people and B, people hire C people and B people hire C people for one reason, which is job preservation, right? Because they know the C's will never, you know, get in their grill and push them and you know what? Be world class. Be world class. The other piece of advice they can give everybody is that we are all a collection of A's and B's and C's and D's, right? With A's being what we're good at and C's being what we, you know, we suck at, right? Forget about the season. The D's do not do the season. The D's Find your A. Find your A and move it from an A to an A plus, and move it from an A plus to A plus plus, and then move it to world class, right? World class. And then you just do that over and over again. Many of your listeners know about Mariano Rivera. He's been out of the game, out of baseball for five years. The guy had one pitch. He had a cutter. He was the best in the world. Cutter, unhittable. And if you hit it, you broke your bat. And it was as simple as that. And he became the best reliever ever. And he might have been the only guy, I don't know if he was unanimously elected into the hall of Fame, but he was as close to unanimous as you can possibly get, right? And he had one pitch, right? And Collins would say, the book Good to Great. And that book, by the way, is very interesting. Here is a guy. Here was a dude who sucked as a professor. He got fired all over the place and sucked at everything he did and came up with a book, Good to Great. And he talked about foxes and hedgehogs and foxes, right? They're bees and everything, right? They can do everything a little bit. They. They run fast, but they're not the fastest. They're stealthy, but not the stealthiest. They can, you know, hunt game, but it's gotta be. Rabbits. Can't be big, okay? On the other hand, a hedgehog, which is kind of like a porcupine, or at least I think a zoologist on here is gonna bitch at me for that. But, you know, they curl into a ball and they're all quills, and they're. They're like. Nothing can penetrate a hedgehog, right? You're done. That's what you want to do. You want to find out your superpower, and you want to build on that superpower and make it the super duper power, best in the world power. And figure out compensating mechanisms, scaffolding, right? To do everything that your B's and C's and D's. Forget about the B's and C's and Ds. Don't try to Take a C capability and turn it into a B or B and turn it into an A. It's a waste of time. Become, by the way, world class in one thing and do that thing all day long like Mariano Rivera.
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What's your superpower?
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I told you. You're just not listening. Aren't you in the job of listening, dude? Okay, I don't give up. All right? Does anybody know what a gila monster is? No, you don't. Okay, so a gila monster, that's in the southwest of the United States, they are the meanest motherfucking snake ever. Actually, they're reptile. So get understand how mean this son of a bitch is. First of all, they got like this pebbly imprint, you know, in impregnable skin. Impenetrable skin. And you can. And by the way, they have a poisonous bite, right? And if they bite you and they're hanging from their. Your leg, and you take a machete, all right, and you cleave their body off their leg, off their. Off their head, right? That head doesn't go anywhere. It stays clamped down on your leg. That's a gila monster. I'm a gila monster, right? Just, you know, give me any body part. I am like, biting your. I'm biting your ass, man. And I'm staying there. And that's what my superpower is. I just will out persist you out hustle you 24 7. I'll out think you, right? I'll out. Thank you. And part of the reason why I can out thank you is I will take disparate things from disparate industries and different disparate experiences, and I'll put it together in unique ways. Now, what lets me do that? It's the courage to free your mind, right? And if you are impenetrable. Impenetrable, okay. If you cannot be defeated, then you get that courage and allows you to think laterally like nobody else. And yeah, that's my. That's my skill.
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I don't give up is a success story, partner.
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Now, what's amp? It's a smart home gym that actually looks good in your space. It's sleek, modern, premium design, minimal footprint. This thing replaces a full rack of
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traditional equipment without turning your living room into a garage. Here's how it works.
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There's one smart dial that controls all the resistance. So you twist it, the weight adjusts instantly.
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That's your entire setup. There's no plates, no pins, no swapping anything out. You pick a range of workouts between 5 to 60 minutes or just work out at your own pace. And the app walks you through it step by step, like having a trainer right there with you. There's over 500 movements, there's strength, HIIT, Pilates, yoga, mobility. And it keeps things fresh so you actually stick with. And that's the real win. It removes the friction. There's no commute, there's no waiting for equipment. There's no excuses. You just show up in your home and you go. If you want fitness to feel simpler, go check it out. Go to amp AI success story. That's 10% off if you go to our link. Amp AI slash success story.
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LinkedIn ads is a success story partner now have you ever spent money on something that you were sure was going to be worth it and it just wasn't? Because we've all been there. I've done it more times than I like to admit. And marketers do the same thing. You spend on ads. The impressions look great, the reach looks great, but then nothing turns into revenue and now you have to explain it to your Boss or your CFO or your CEO. LinkedIn calls this bullspend. Now here's what's worth knowing. LinkedIn Ads generates the highest ROAS return on ad spend. One hundred and twenty one percent of all major ad networks and you can target by company industry job title. So you're actually reaching buyers, not just eyeballs. Cut the bull, spend, advertise on LinkedIn. Spend $250 on your first campaign on LinkedIn ads and get a $250 credit for the next one. Just go to LinkedIn.com SL Scott Clary that's LinkedIn.com Scott Clary terms and conditions apply. Dell Technologies is a success story partner. Now when you're at work, you never know when you'll be interrupted. But with the Dell Pro powered by Intel Core Ultra with vpro, no matter what distracts you, your laptop won't. It's battery optimized for the way you work. With built in intelligence that quiets distractions when you need to focus. Your laptop will help keep you locked in even when it's bring your dog to work day. Built for those who stay in the flow. The Dell Pro built for you Dell.com Dell-Pro. I love it.
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Where but that wasn't. Was that always the case or was there something that.
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No, always the case.
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So when somebody says listen, that's a. Because your superpower is a superpower that trumps all superpowers. I mean there's people that are are specialists in a variety of different things. But the ability to not give up can make you significantly proficient at literally anything you take on. That is almost like a skill that allows you to learn new skills too, because you just don't give up.
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I don't give up.
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That's like.
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Say, I don't give up.
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That's like saying, like, yeah, go ahead.
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All right, I'll tell you the story about me and tennis. Okay? So 20 years ago, I bought this house in the Hamptons, right? And your listeners would like to know this because is if any of your listeners has seen Billions, I want to show of hands, who have. You have seen billions. Oh, a lot of you have. Okay, so that was a house. That is the house on Billions. And it became the protagonist of the show. And the beach house is what I'm referring to. And there's a whole story, not worth getting into, about how that became the Billions house was not my choice. It found me. A friend of mine ran Showtime, and he. Well, he kind of begged. He compromised. He did whatever he had to to get that house. And he was, by the way, paying a little bit too much to film at that house, which was a good thing, and all went to charity. True story. But anyway, I never played tennis before, and that was because in college, I was a lacrosse player, but I really was a wrestler. And if you saw. You know, if you saw my. My shoulder to waist ratio, you would totally understand why I'm a race wrestler. And anyway, I thought, you know, tennis, the white shit, you know, the white clothes, those funky little rackets, the fufu stuff, I mean, that's. That's not the stuff that wrestlers, Right, right. We're not, you know, we get bloody. Okay. It's like, you know, oh, I broke my nose again. Okay? Just put it back in place. I'm back out there. Like, we think Rocky, right, is a sissy, okay? So anyway, that's what a wrestler is, and I'm a wrestler. And then I bought this house at a beautiful tennis court, and I said, you know what? I really gotta try playing. And I learned to love that sport. It's not golf, right? You pick up that racket, you are running, running around. I do not play with humans, only pros. And I am now in the really, really very good category of tennis, right? As an old guy, right, an old half Jewish short guy, I am in the really, really good category. And, you know, I play pros straight up. And the question I always get is, where did you play your D1 tennis? And it was like, no, I didn't start playing until I was 50.
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Well, first of all, congratulations for that question. That's a pretty damn good question to be asked. That's pretty good.
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Yeah. It's kind of cool. It's kind of cool.
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It is very cool.
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I will play. I will play like a guy who just graduated, you know, from, like, wherever as a D1 player. And then, you know, he went on the circuit for a little bit, and then he plays me. And he said, where'd you get all that? I mean, where'd you. Where'd you. Where'd you play your tennis? And it's kind of fooled cool to have that assumption. But anyway, so. Yeah, so. But, you know, I pick and choose, right? It's not every sport. It's like that one sport, and. But if I do it, I do it a conquer. And I never. I never lost that. I never lost that. Let's. Can I tell you about a friend of mine? I'll tell you about a friend.
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Yeah.
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Ready?
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Okay.
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Yeah. Go, go, go. So I have a friend named Stu. Not gonna lose. Use last names. And Stu had a number, and the number was 200 million, right? If he got to 200 million, he quit. And he was able to quit, like, 30 years ago, right? And Stu calls me up twice a year, and I pick up, you know, I answer the phone, and it's Stu. And he says, hey, dumb fuck, I see you're still working, right? Because, you know, I went over the 200 milestone a while ago. But anyway, so hey, dumb fuck, you're still working. That was Stu's number, 200, right? Took care of all the kids, had everything you want. And then he says, okay, what do you think? Where do you think I am right now? And I said, well, Stu, you're probably not in your, you know, your mansion in Aspen. I don't think it's past, you know, harvest. So you're not in your winery in Tuscany. You're not in your apartment in Tribeca, because we'd be going out to dinner tonight, so you got to be in Palm Beach. And he goes, bingo. Dumb fuck. Okay, what am I doing now? And I said, I don't know, Stu. And he says, well, I got my cup of Joe, I'm looking at my waves hitting my beach. But I'm not that guy, right? I mean, I got the toys, but I really like to work. I really like to work. I like to think I like working with people half my age and twice as smart. And I say that with. I'm not being disingenuous. This is with all humility. I mean, it's amazing what, you know, the people I encounter. Know. And how intelligent they are. But I like being in the game. I like the action, I like making. That's it.
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Yeah, but do you think that's a learned trait? Do you think that's inherent? Do you think when you invest in
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companies, I think it's inherent. I really do. I think one of my questions for entrepreneurs is tell me about your lemonade stand. And if they said, I never had a lemonade stand, I said, well, tell me about your paper route. And if they said, I never had a paper out, I said, well, tell me about your lawn care business. And if they said, you know what? I never had a lemonade stand, a paper route, or a lawn care business, I kind of say, well, you're not an entrepreneur. That presents itself young, right. That the idea of that you can make money, you can perform a service and make money and you can repeat it again and again. Because if you can do that, it's called a business, right? Yeah, that it's infectious. If you're an entrepreneur, you get a little taste of that and that's it. You double down, triple down, quadruple down. You never stop because the making of the money is too much fun. And if you hire somebody to help you with that, then you're done. Right. It's like, let me get this straight. I can hire somebody, train them, and I get a vig on what they do. It's amazing.
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Thanks for tuning in. If you found this valuable, don't forget to hit that subscribe button so you never miss an episode. And if you want to dive deeper into this conversation, check out the links in the description to watch the full episode. See you in the next one.
Episode: Lessons – The Man Behind Priceline and a $500M Exit Explains What Actually Wins | Michael Loeb
Date: June 1, 2026
Guest: Michael Loeb
Host: Scott D. Clary
In this "Lessons" episode, Scott D. Clary sits down with serial entrepreneur Michael Loeb, best known for his crucial role in building Priceline and multiple other successful ventures, including a $500M exit. The conversation centers on the raw, foundational factors behind world-class success—relentless persistence, specializing in your core strength, and the entrepreneurial mindset that turns small actions into enduring empires.
Loeb unpacks the mindset and tactics that separate the truly exceptional from the rest, using personal stories, business lessons, and vivid analogies. The discussion is candid, fast-paced, and filled with insights for entrepreneurs, executives, and anyone driven to make a mark.
Relentless Mindset
“It's that attitude. It's that I'm not giving up till I figure it out or die attitude.” (01:41, Michael Loeb)
“The ability to not give up can make you significantly proficient at literally anything you take on.” (09:22, Scott Clary)
Most People Don't Cross the Line
“Most people, I mean like 99% of people don't do that... They worry about keeping their job.” (01:51, Michael Loeb)
A-B-C-D Skill Spectrum
“Find your A. Find your A and move it from an A to an A plus, and move it from an A plus to A plus plus, and then move it to world class.” (02:34, Michael Loeb)
Mariano Rivera Analogy
“He had one pitch. He was the best in the world. Cutter, unhittable. And if you hit it, you broke your bat.” (03:07, Michael Loeb)
Good to Great & The Hedgehog Concept
“You want to find out your superpower, and you want to build on that superpower and make it the super duper power, best in the world power.” (04:07, Michael Loeb)
The Gila Monster Metaphor
“I'm a gila monster, right?... I am like, biting your... I'm biting your ass, man. And I'm staying there. And that's what my superpower is. I just will out persist you, out hustle you 24/7. I'll out think you, right? I'll out-thank you.” (05:08, Michael Loeb)
Lateral Thinking and Courage
Innate vs. Learned
“I think it's inherent. I really do. One of my questions for entrepreneurs is tell me about your lemonade stand. And if they said, I never had a lemonade stand... well, you're not an entrepreneur.” (15:28, Michael Loeb)
Early Signs
Story of “Stu” and The Magic Number
“But I really like to work. I really like to work. I like working with people half my age and twice as smart ... I like the action, I like making.” (14:33, Michael Loeb)
Clary’s Observation
"No, I didn't start playing until I was 50." (12:10, Michael Loeb)
“But if I do it, I do it to conquer. And I never lost that.” (12:52, Michael Loeb)
Loeb’s language is vibrant, candid, sometimes profane, and always enthusiastic. The episode overflows with practical wisdom and the straight-talking optimism of someone who’s been in the business trenches.
“Be world class. Find your superpower and make it the best in the world... If you are impenetrable, okay. If you cannot be defeated, then you get that courage and it allows you to think laterally like nobody else.” (Michael Loeb, 04:07 & 06:16)
Recommended for:
Entrepreneurs, startup founders, business professionals, and anyone seeking inspiration to persist and specialize on their journey to success.