Welcome to Cloudlandia

By: 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.
    © 2025 Welcome to Cloudlandia
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Episodes
  • Ep148: Unexpected Snow in the Sunshine State

    Ep148: Unexpected Snow in the Sunshine State
    Mar 5 2025
    In this episode of Welcome to Cloudlandia, We explore the unexpected weather patterns that challenge our understanding of climate and geography. A surprising cold snap in Florida becomes the starting point for a broader conversation about climate variability. Dan shares personal experiences from Phoenix and Edmonton, highlighting the dramatic temperature shifts that reveal the complexity of our planet's weather systems. Our discussion then turns to the human fascination with Earth's resilience and our speculative nature about the world's potential existence without human presence. These reflections provide a unique lens for understanding climate change, moving beyond abstract data to personal observations and experiences. The unpredictability of weather serves as a metaphor for the broader environmental transformations we're witnessing. Shifting gears, we delve into a critical political discourse centered on the fundamental question: "Who pays for it?" We examine policy proposals ranging from universal basic income to more ambitious financial initiatives. The conversation explores the complex financial dynamics of such proposals, particularly how higher-income earners often bear the primary financial burden. SHOW HIGHLIGHTS We discussed the rare occurrence of snowfall in the Florida panhandle and how such unexpected weather events challenge our traditional perceptions of climate and geography.Through personal anecdotes from Phoenix and Edmonton, Dan highlighted the adaptability required to deal with varying weather conditions and reflected on how these experiences inform our understanding of climate change.The episode touched on the abstract nature of climate change, emphasizing the difference between individual weather experiences and the larger climate narrative.We explored the human tendency to imagine life without people and the inherent resilience of Earth, discussing thoughts inspired by shows like "Life After People."Shifting to political topics, we examined the critical question of "Who pays for it?" in the context of policy proposals such as universal basic income and free education.The conversation underscored the financial implications of these political proposals and highlighted how the cost often falls on those earning above the proposed benefits.By focusing on the financial realities behind populist ideas, we explored the role this question plays in shaping political debates and decision-making processes. Links: WelcomeToCloudlandia.com StrategicCoach.com DeanJackson.com ListingAgentLifestyle.com TRANSCRIPT (AI transcript provided as supporting material and may contain errors) Dean: mr Sullivan. Dan: Well, did you thaw out? Dean: I am in the process of thawing out. This has been a Bizarre, I finally saw the sun came out. Yesterday I was having a chat with charlotte about the weather and there's only been two days in january where the temperature has been above 70 degrees. Yeah, this has been an unusually cold and rainy january. We actually had snow up in the northern part of Florida. Dan: Tallahassee, I think had snow. Dean: Yeah, Tallahassee had snow all the way down to Pensacola. Dan: I think, yeah, all the way down to Pensacola. Dean: The whole panhandle had snow, it's not good. No bueno, as they say. Dan: Well, they said things were going to be different with Trump. Dean: Well, here we are, six days in and the sun's already out, dan, it's warming up. That's so funny. Dan: Yeah, and people in the South really aren't prepared for this, are they? Dean: No, and I can speak as a Southerner. Dan: You actually have an ancestral memory of things being really cold. I mean, you were born in a very cold place. That's right, you know so I'm sure you know that got imprinted somehow on your. Dean: I think so I must have genetic, like I must have the, you know, the active pack for super cold weather. It must be installed at a genetic level when you're born in a certain area right, but it doesn't explain I don't prefer it at all. Dan: Now Babs and I are on Tuesday, are flying to Phoenix and we'll be there for two and a half weeks Two and a half weeks we'll be there. And it'll be like maybe 65 degrees and the Arizonians will be complaining about it. And I said you have no sense of perspective. Dean: Right. Dan: You have no sense of perspective and anyway, you know I think I've mentioned this before this is the biggest obstacle that the global warming people have. Dean: How do we explain this cold no? Dan: One of their biggest problems is that nobody experiences climate. We only experience weather. Yes, yeah, and it's like abstraction that they try to sell. But nobody experiences abstractions. They experience reality, and it must be very frustrating for them. It must be very frustrating for them. They discovered, for example, that Antarctica now with really accurate readings has actually cooled over the last 20 years, that, year by year by year, there's actually been a cooling in Antarctica. And the ...
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    59 mins
  • Ep147: Cultural Ripples and Modern Innovations

    Ep147: Cultural Ripples and Modern Innovations
    Feb 26 2025
    In this episode of Welcome to Cloudlandia, Dan and I explore technology and communication sparked by an unexpected conversation about cold snaps in Florida. We examine the evolution of communication technologies, from text to video, focusing on AI's emerging role. Our discussion highlights how innovations like television and the internet have paved the way for current technological developments, using the progression of airliners as a metaphorical framework for understanding technological advancement. Our conversation shifts to exploring human interaction and technological tools. We question whether platforms like Zoom have reached their full potential, emphasizing the importance of self-awareness and collaboration. We then journey back to 1967, reflecting on historical and cultural movements that continue to shape our current societal landscape. This retrospective provides insights into how past experiences inform our present understanding of technology and social dynamics. Personal anecdotes and political observations help connect these historical threads to contemporary discussions. SHOW HIGHLIGHTS In the episode, we discuss how an unexpected cold snap in Florida sparked a broader conversation about life's unpredictable nature and the evolution of communication technology.We delve into the role of AI in research and communication, specifically highlighting the contributions of Charlotte, our AI research assistant, as we explore historical and current communication mediums.The conversation includes an analysis of technological progress, using airliner technology as a metaphor to discuss potential saturation points and future trajectories for AI.We reflect on the balance between technology and human connection, considering whether tools like Zoom have reached their full potential or if there is still room for improvement.Our discussion covers the importance of self-awareness in collaboration, utilizing personality assessments to enhance interpersonal interactions.We share a personal narrative about the logistical challenges of expanding workshop spaces in Chicago, providing real-world insights into business growth.The episode takes a reflective journey back to 1967, examining cultural movements and their ongoing impact on modern societal issues, complemented by political commentary and personal anecdotes. Links: WelcomeToCloudlandia.com StrategicCoach.com DeanJackson.com ListingAgentLifestyle.com TRANSCRIPT (AI transcript provided as supporting material and may contain errors) Dean: Mr Sullivan, that would be me. Oh my goodness. Dan: I am not Do you have a cold? Dean: Do you have a cold? Dan: I do yeah. Dean: And is it freezing in Florida? Dan: It's very cold, it's unseasonably. Dean: Comparatively comparatively yes. Dan: It's unseasonably cold. Dean: Yeah. Yeah, well, we're getting our blast tomorrow, but it's colder than yeah. It's about 15 today with a 10 mile an hour wind which makes it 5, and tomorrow it's going down. It's going down even further. This is the joy of Canada in January. Dan: I don't know about the joy. Dean: But yeah, I like your voice I like your voice. Dan: I'm going to try and uh and make it all the way through, dad, but the uh just before you, I'm. Dean: You can put charlotte on. Dan: Yeah, exactly, yeah yeah, I'll tell you, I'm really realizing how, how incredible these conversations like. I really start to think and see how charlotte's um capabilities as a researcher. Dean: And uh, dean dean, I can't hear you. Dan: I'm trying to switch to my other uh headphones. But as long as you can hear me, can you hear me now? Dean: yeah, yeah, it's very good, okay good. Dan: Good, good good. Dean: I like this voice, though you know. Dan: It's got. Oh, really Okay, yeah, yeah, the baritone. Dean: Yeah, I mean you might create another version of yourself, you know which? Oh yeah, I should quick get on 11 Labs. I don't know if this would be your main course, but it would certainly be a nice seasoning. As a matter of fact, you could have on 11 Lab, you could go with them and you could have your normal voice as one of the partners and you could have this voice as the other partner. There you go, you could talk to each other. See, that makes a lot of sense right there. Yeah, it's so good. The reason the reason I'm saying this is I just had a whole chapter it is being done, I'll probably have it on tuesday, this being sunday of of one of the chapters of the book Casting Not Hiring, in two British voices, man and a woman, and it's charming, it's very charming. Dan: Really Wow. Dean: I really like it and they're more articulate. You know, brits, they invented the language, so I guess they're better at it. Yeah, that's what I really like about Charlotte's voice is the reassuring right, yeah, yeah, you get a sense that she's had proper upbringing. Dan: Mm-hmm, exactly, worldly wisdom. Well, certainly she's got command of the language yeah, the uh I was mentioning before I cut off there that uh, I ...
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    51 mins
  • Ep146: The Tides of Media and Innovation

    Ep146: The Tides of Media and Innovation
    Feb 19 2025
    In this episode of Welcome to Cloudlandia, We take you through the fascinating evolution of media and communication technologies. We begin by tracing the journey of written communication from ancient Sumerian pictographs to Gutenberg's printing press. The narrative explores how each technological breakthrough transformed our ability to share information, from industrial-era steam presses to the digital revolution sparked by the first email in 1971. Our conversation delves into the parallels between historical technological adaptations and current innovations. We examine the story of a 1950s typesetter transitioning to digital technologies, drawing insights into how professionals navigate significant technological shifts. The discussion introduces the concept of "Casting, not Hiring," emphasizing the importance of finding meaningful experiences and team dynamics in a rapidly changing world. We explore the transformation of media consumption and advertising in the digital age. Traditional media platforms give way to digital giants like Facebook and Google, reflecting broader changes in how we create, distribute, and consume content. The conversation touches on audience dynamics, using examples like Joe Rogan's media presence and Netflix's market evolution to illustrate these shifts. SHOW HIGHLIGHTS In this episode, I explore the historical journey of media and communication, tracing its evolution from ancient scripts to modern digital technologies.I discuss the pivotal role of Gutenberg's printing press in revolutionizing media distribution and how it set the stage for the widespread use of newspapers and books.We delve into the transition from traditional typesetting to digital processes, drawing parallels between past innovations and current advancements in AI.The conversation highlights the importance of curiosity and effective communication in embracing new technologies, emphasizing the idea of "casting" for meaningful experiences rather than traditional hiring.We examine media consumption trends and the impact of big data on advertising, noting the shift from traditional platforms to digital giants like Facebook and Google.Our discussion includes an analysis of the historical impact of communication technologies, referencing figures like Edison and their influence on modern entrepreneurship.The episode concludes with a focus on the value of appreciation and growth, sharing insights on how recognizing value and excellence can lead to professional and personal breakthroughs. Links: WelcomeToCloudlandia.com StrategicCoach.com DeanJackson.com ListingAgentLifestyle.com TRANSCRIPT (AI transcript provided as supporting material and may contain errors) Dean: Mr Sullivan, and how are you? I am wonderful. Welcome to Cloudlandia, you are in the Chicago outpost. I am. Dan: I'm sitting in a very comfortable spot, noise-free. I just had. Have you ever done any IV where they pump you? Up with good stuff. Dean: I have yeah. Dan: Yeah, I just came from that, so I may be uncomfortably exuberant. Dean: Uncomfortably exuberant. That's a great word there, right there. Dan: Yeah, yeah, uncomfortable to you. Dean: That's the best. Dan: Yeah, yeah. So anyway, we have a good service. Dean: The only thing I miss about Chicago comfortable to you, that's the best, yeah, so anyway, we have a good service. The only thing I miss about Chicago. Dan is our Sunday dinners. Oh the Sunday roundtable. Dan: Yeah, it's a bit more informal now so we don't have a big gap. It's not like the Last Supper. Dean: Right, exactly. Dan: We have Mike Canix coming over and Stephen Paltrow. Dean: Okay, there you go. Dan: They'll be on straight carnivore tonight. Dean: Okay, good, I like everything about that. Dan: Yeah, it's a little bit of snow on the ground and snowing right now, but it's nice. Dean: Oh, that's awesome. Well it's winter here. It's like cool. Yeah, I almost had to wear pants yesterday, dan, it was that cold. Dan: I had to wear pants yesterday, Dan. Dean: It was that cold I had to wear my full-weight hoodie. But yeah, but it's sunny, it's nice. Dan: I was just in the hot tub before we got on the call the Chinese intelligence, who are listening to this phone call. They're trying to visualize what you just said. Dean: Yes, Well, I had a great conversation with Charlotte this morning and something happened. That is the first time I've done it. I literally I talked her ear off. I reached my daily limit of talk interaction. We were talking for about an hour. There's a limit. Yes, I pay $20 a month and I guess there's a limit of how long you can engage by advanced voice tech. Dan: I'd give her a raise. I'd give her a raise. Dean: So they were on her behalf demanding a raise. I'd give her a raise. So they were on her behalf demanding a raise from $20 a month to $200 a month, and I could talk to her all I want. I still think it's worth it. It really is. When you think about if we go through the personification again, if you think about what...
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    55 mins

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