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Welcome to Cloudlandia

Welcome to Cloudlandia

Di: Dean Jackson and Dan Sullivan
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 Join Dean Jackson and Dan Sullivan as they talk about growing your business and living you best life in Cloudlandia.© 2026 Welcome to Cloudlandia Economia Marketing Marketing e vendite
Episodi
  • Ep163: The Phone-in-the-Box Experiment and the Speed of Truth

    Ep163: The Phone-in-the-Box Experiment and the Speed of Truth
    Jan 21 2026
    In this episode of Welcome to Cloudlandia, Dan and Dean explore the intersection of personal transformation and rapid global change in our technology-driven world. Dean reveals the profound results of his eight-week phone-in-the-box experiment, sharing how reclaiming 14 hours daily has restored his ability to read for extended periods and revolutionized his creative process. He discusses developing systematic approaches to manage ADHD, including mastering 50-minute focus sessions that consistently produce two fully-formed thought pieces. With Charlotte, his AI partner who can read his handwriting, Dean has created a sustainable rhythm for generating hundreds of insights annually. Dan shares unexpected breakthroughs from his stem cell treatments—while the 50-year-old knee injury heals slowly, his cognitive testing has improved 90% and his reflexes have returned to levels he hasn't experienced in decades. He discusses upcoming book launches, including The Greater Game with John Bowen, featuring original entrepreneurial research and interactive dashboards, plus the innovative four-by-four casting tool being developed as their first licensed internet product. The conversation shifts to examining how individual action amplified by technology can expose truth at remarkable speed. From Venezuela's Maduro being extracted to a Brooklyn jail cell to a lone citizen journalist uncovering $112 million in daycare fraud with just his phone and one day of investigation, we explore how Cloudlandia enables rapid revelation of hidden realities. We close by reflecting on the philosophical nature of AI use—how billions of people are each creating entirely unique cognitive signatures with their AI tools, as distinctive as fingerprints yet largely invisible to the world. It's a fascinating look at how technology simultaneously democratizes capability while making individual creative processes more private than ever. SHOW HIGHLIGHTS Dean shares eight weeks of results from his daily experiment, revealing how eliminating phone access for 14 hours has fundamentally restored his ability to focus, dramatically improved his sleep scores, and brought back the hours-long reading sessions he thought he'd lost forever..Dan reveals the surprising results from eight stem cell treatments—while his 50-year-old knee injury progresses slowly, his brain health has skyrocketed with 90% improvement in cognitive testing.The remarkable story of Venezuela's Maduro—executed flawlessly in 30 minutes by Delta Force with 120 planes, no American casualties, and no equipment left behind.Dan's theory that if you interviewed half the world's population, you'd find four billion people working on four billion different things with AI—each creating cognitive signatures as unique as fingerprints, largely undetectable and fundamentally private despite the connected world we inhabit. Links: WelcomeToCloudlandia.com StrategicCoach.com DeanJackson.com ListingAgentLifestyle.com TRANSCRIPT (AI transcript provided as supporting material and may contain errors) Dean Jackson: Welcome to Cloudlandia. Dan Sullivan: Mr. Jackson. How are you? Good, good. Had a great trip to London for- Dean Jackson: I didn't know you were going to London. Dan Sullivan: Yeah. Yeah. We just decided at the last moment, unfortunately, we got good flights and good rooms and some friends of ours from the DC area, they went and Steven Palter and his family were there. Oh, Dean Jackson: Nice. Dan Sullivan: So lots of great meals, lots of great place. Two out of three, which is good batting average. That gets you into Hall of Fame if you get two out of three. Exactly. Actually, if you get three out of 10, you've got a good chance. Dean Jackson: That's right. Dan Sullivan: If you play 20 years and have a 300 batting average, probably you're in consideration depending on Dean Jackson: Venture capital. Dan Sullivan: When the hits actually happened. Dean Jackson: Yeah. I got Babs texted on New Year's Eve and you guys were back from ... I didn't realize you were gone. Were you there for Christmas or after Christmas you went? Dan Sullivan: Yeah, we left on Christmas day night and flew overnight to London. And then boy, it was buzzing. London downtown doesn't matter what day it is, it's buzzing. Yeah. I just saw a video last night and it's one of these new AI films, which I think is really great where they'll take a sketch that was made of London 2000 years ago and then they'll animate it. And Speaker 3: It's Dan Sullivan: Really terrific. It's really terrific. For history buffs, it's terrific. I think this AI thing has uses. What do you think? I mean, are you noticing things that you wish you could have done five years ago more quickly? They're happening more quickly. Dean Jackson: Yeah. I'm working today on creating a better past. And the better past involves AI. Yeah. That's a really interesting thing. I watched over Christmas, there's a new series called Pluribus. Dan Sullivan: You ...
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    58 min
  • Ep162: Why Creating Value First Changes Everything

    Ep162: Why Creating Value First Changes Everything
    Jan 14 2026
    In this episode of Welcome to Cloudlandia, we explore how Miles Copeland, manager of The Police, turned Sting's unmarketable song "Desert Rose" into a 28-million-dollar advertising campaign without spending a dime. The story reveals a powerful principle most businesses miss—the difference between approaching companies at the purchasing department versus the receiving dock. Dan introduces his concept that successful entrepreneurs make two fundamental decisions: they're responsible for their own financial security, and they create value before expecting opportunity. This "receiving dock" mentality—showing up with completed value rather than asking for money upfront—changes everything about how business gets done. We also explore how AI is accelerating adaptation to change, using tariff policies as an unexpected example of how quickly markets and entire provinces can adjust when forced to. We discuss the future of pharmaceutical TV advertising, why Canada's interprovincial trade barriers fell in 60 days, and touch on everything from the benefits of mandatory service to Gavin Newsom's 2028 positioning. Throughout, Charlotte (my AI assistant) makes guest appearances, instantly answering our curiosities. SHOW HIGHLIGHTS How Miles Copeland got $28M in free advertising for Sting by giving Jaguar a music video instead of asking for payment.Why approaching the "receiving dock" with completed value beats going to the "purchasing department" with requests.Dan's two fundamental entrepreneur decisions: take responsibility for your financial security and create value before expecting opportunity.How AI is accelerating adaptation, from tariff responses to Canada eliminating interprovincial trade barriers in 60 days.Why pharmaceutical advertising might disappear from television in 3-4 years and what it means for the industry.Charlotte the AI making guest appearances as the ultimate conversation tiebreaker and Google bypass. Links: WelcomeToCloudlandia.com StrategicCoach.com DeanJackson.com ListingAgentLifestyle.com TRANSCRIPT (AI transcript provided as supporting material and may contain errors) Dean Jackson: Mr. Sullivan, Dan Sullivan: Good morning. Good morning. Dean Jackson: Good morning. Good morning. Our best to you this morning. Boy, you haven't heard that in a long time, have you? Dan Sullivan: Yeah. What was that? Dean Jackson: KE double LO Double G, Kellogg's. Best to you. Dan Sullivan: There you go. Dean Jackson: Yes, Dan Sullivan: There you go. Dean Jackson: I thought you might enjoy that as Dan Sullivan: An admin, the advertise. I bet everybody who created that is dead. Dean Jackson: I think you're probably right. Dan Sullivan: Yeah. I was just noticing that. Jaguar, did you follow the Jaguar brand change? Dean Jackson: No. What happened just recently? Dan Sullivan: Yeah. Basically maybe 24. They decided to completely rebrand. Since the rebranding, they've sold almost no cars and they fired their marketing. That's problem. Problem. Yeah. You can look it up on YouTube. There's about 25 P mode autopsies. Dean Jackson: Wow. Dan Sullivan: Where Dean Jackson: People are talking mean must. It's true. Because they haven't, there's nothing. It's pretty amazing, actually, when you think about it. The only thing, the evidence that you have that Jaguar even exists is when you see the Waymo taxis in Phoenix. Dan Sullivan: Is that Jaguar? Dean Jackson: They're Jaguars. Yeah. Dan Sullivan: I didn't know that. Yeah. Well, yeah, they just decided that they needed an upgrade. They needed to bring it into the 21st century. Couldn't have any of that traditional British, that traditional British snobby sort of thing. So yeah, when they first, they brought out this, I can't even say it was a commercial, because it wasn't clear that they were selling anything, but they had all these androgynous figures. You couldn't quite tell what their gender was. And they're dressed up in sort of electric colors, electric greens and reds, and not entirely clear what they were doing. Not entirely clear what they were trying to create, not were they selling something, didn't really know this. But not only are they, and then they brought out a new electric car, an ev. This was all for the sake of reading out their, and people said, nothing new here. Nothing new here. Not particularly interesting. Has none of the no relationship to the classic Jaguar look and everything. And as a result of that, not only are they not selling the new EV car, they're not selling any of their other models either. Dean Jackson: I can't even remember the last time you saw it. Betsy Vaughn, who runs our 90 minute book team, she has one of those Jaguar SUV things like the Waymo one. She is the last one I've seen in the wild. But my memory of Jaguar has always, in the nineties and the early two thousands, Jaguar was always distinct. You could always tell something was a Jaguar and you could never tell what year it was. I mean, it was always unique and you could ...
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    53 min
  • When AI Becomes Your Thinking Partner

    When AI Becomes Your Thinking Partner
    Aug 27 2025
    AI becomes a thinking partner, not a replacement, as Dan Sullivan and Dean Jackson compare their distinct approaches to working with artificial intelligence. In this episode of Welcome to Cloudlandia, we explore how Dan uses Perplexity to compress his book chapter creation from 150 minutes to 45 minutes while maintaining his unique voice. Dean shares his personalized relationship with Charlotte, his AI assistant, demonstrating how she helps craft emails and acts as a curiosity multiplier for instant research. We discover that while AI tools are widely available, only 1-2% of the global population actively uses them for creative and profitable work. The conversation shifts to examining how most human interactions follow predictable patterns, like large language models themselves. We discuss the massive energy requirements for AI expansion, with 40% of AI capacity needed just to generate power for future growth. Nuclear energy emerges as the only viable solution, with one gram of uranium containing the energy of 27 tons of coal. Dan's observation about people making claims without caring if you're interested provides a refreshing perspective on conversation dynamics. Rather than viewing AI as taking over, we see it becoming as essential and invisible as electricity - a layer that enhances rather than replaces human creativity. SHOW HIGHLIGHTS Dan reduces his book chapter creation time from 150 to 45 minutes using AI while maintaining complete creative controlOnly 1-2% of the global population actively uses AI for creative and profitable work despite widespread availabilityNuclear power emerges as the only viable energy solution for AI expansion, with one gram of uranium equaling 27 tons of coalMost human conversations follow predictable large language model patterns, making AI conversations surprisingly refreshingDean's personalized AI assistant Charlotte acts as a curiosity multiplier but has no independent interests when not in use40% of future AI capacity will be required just to generate the energy needed for continued AI expansion ​ ​ Links: WelcomeToCloudlandia.com StrategicCoach.com DeanJackson.com ListingAgentLifestyle.com ​ ​ ​ TRANSCRIPT (AI transcript provided as supporting material and may contain errors) Speaker 1: Welcome to Cloud Landia, Speaker 2: Mr. Sullivan? Speaker 1: Yes, Mr. Jackson. Speaker 2: Welcome to Cloud Landia. Speaker 1: Yes. Yeah. I find it's a workable place. Cloud Landia. Speaker 2: Very, yep. Very friendly. It's easy to navigate. Speaker 1: Yeah. Where would you say you're, you're inland now. You're not on Speaker 2: The beach. I'm on the mainland at the Four Seasons of Valhalla. Speaker 1: Yes. It's hot. I am adopting the sport that you were at one time really interested in. Yeah. But it's my approach to AI that I hit the ball over the net and the ball comes back over the net, and then I hit the ball back over the net. And it's very interesting to be in this thing where you get a return back over, it's in a different form, and then you put your creativity back on. But I find that it's really making me into a better thinker. Speaker 3: Yeah. Speaker 1: Yeah. I've noticed in, what is it now? I started in February of 24. 24, and it's really making me more thoughtful. Ai. Speaker 2: Well, it's interesting to have, I find you're absolutely right that the ability to rally back and forth with someone who knows everything is very directionally advantageous. I heard someone talking this week about most of our conversations with the other humans, with other people are basically what he called large language model conversations. They're all essentially the same thing that you are saying to somebody. They're all guessing the next appropriate word. Right. Oh, hey, how are you? I'm doing great. How was your weekend? Fantastic. We went up to the cottage. Oh, wow. How was the weather? Oh, the weather was great. They're so predictable and LLME type of conversations and interactions that humans have with each other on a surface level. And I remember you highlighted that at certain levels, people talk about, they talk about things and then they talk about people. And at a certain level, people talk about ideas, but it's very rare. And so most of society is based on communicating within a large language model that we've been trained on through popular events, through whatever media, whatever we've been trained or indoctrinated to think. Speaker 1: Yeah, it's the form of picking fleas off each other. Speaker 2: Yes, exactly. You can imagine that. That's the perfect imagery, Dan. That's the perfect imagery. Oh, man. We're just, yes. Speaker 1: Well, it's got us through a million years of survival. Yeah, yeah. But the big thing is that, I mean, my approach, it's a richer approach because there's so much computing power coming back over, but it's more of an organizational form. It's not just trying to find the right set of words here, but the biggest impact on me is that somebody ...
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    52 min
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