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Shit You Don't Learn in School

Calvin Rosser & Steph Smith

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Formal schooling does a terrible job of preparing you to thrive as an adult. The Shit You Don't Learn in School podcast exists to make up for this societal failure. In this show, Calvin Rosser and Steph Smith share stories, insights, and resources designed to help you improve the quality of your personal and professional life. If all works out, you'll be at least 1% better at navigating the waters.
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In part 2 of our series in Japan, we dive into the how behind planning a trip there, from what is worth seeing, how to navigate the epic train system, their unintuitive review system, and more. After traveling to 40+ countries each, we’ve found Japan to be a unique beast, and hope this helps you navigate one of the best countries in the world. If y…
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We’re back with a whole new season. In our first episode back, we discuss everything from the wonderful to the wacky of Japan. You'll hear about an epic art island, specialty coffee and konbini (AKA convenience store food), 100+ year-old businesses, the philosophical ideas that make Japan such a distinct place, and much more. In our next episode, w…
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Hi everyone! This off-the-cuff episode is just me checking in and talking about 1 year of podcasting. Check out our channels on YouTube and Instagram. Give us a Subscribe and a Follow if you want to check out more Remotely Serious there... the Instagram is getting a bit of traction! Happy Summer Solstice 2024 — to all who celebrate! Want to dive de…
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Dive into Calvin's transformative journey through the world of surfing and its profound impact on his life. From navigating competitive waters to finding solace in serene breaks, Calvin shares insights into how surfing has reshaped his perspective on ambition, travel, and the delicate balance between passion and professional life. Listen to him as …
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Pelé from the nomad community, a Swiss entrepreneur and citizen of the world, bought a nomad festival with a group of partners. In this episode, we sit down with Pelé to preview Bansko Nomad Fest. No frills, just a candid look at the festival's activities and what makes it unique. Pelé shares his thoughts and experiences, giving us a clear picture …
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What do you think it costs to go away for a month on a fitness retreat with a gym membership, accommodations, CrossFit classes, coworking space and more? $5,000? $10,000? Wrong. Nacho Rodriguez of Repeople joins us to talk about the inaugural Fitness Coliving workation in Gran Canaria in August 2024. You can go to fitnesscoliving.com for more detai…
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In this episode, I team up with James McKinven, the mastermind behind Indie Bites, to uncover the classic blunders that indie makers stumble into. James has a plethora of insights from interviewing hundreds of indie creators, dishes out the do's and don'ts of the indie world. Plus, it's a great chance to get to know James even better as we share st…
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Meet James from Freedom Files, a trailblazer who proves that your birthplace doesn't define your destiny. Forget the stereotypical digital nomad; James has firmly planted his roots in Latin America, starting with Colombia, and he's not stopping there. This guy is a powerhouse in the sovereignty movement—a man who boldly left the USA and never looke…
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Join us on the podcast as we chat with Alex Recouso from CitizenX, the go-to guy for getting citizenship through investment. Alex and his crew are all about helping people find new homes and new opportunities in places they never thought possible. We'll dive into how they're making it easier to live where you want and how this ties into the bigger …
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Have you ever wondered if there is going to be innovation in accommodations for remote workers and digital nomads? Look no further than this episode, where we delve into the expertise of Chris Cerra, the mastermind behind Digital Nomad Trip Reports and Remote Base. Chris is a veteran digital nomad who has crafted the ultimate blueprint for finding …
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In this revealing episode, join us as we delve into the ingenious lifestyle of Laura Lavgo, a seasoned digital nomad who has mastered the art of living rent-free around the globe. Discover how Laura's secret to unlocking doors to stunning homes in some of the world’s most coveted destinations—without spending a dime on accommodation. From charming …
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In this episode, Sun Yi, founder of Night Owl Nation, shares his insights on personal branding, storytelling, and content creation. From copying others to finding your own style to the importance of persistence and patience, Sun discusses the realities of growing your presence online and attracting your ideal audience. He also dives into the future…
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After a brief hiatus of four months, "Remotely Serious" with Curtis is making an exhilarating return! Not only are we transitioning to video content, ensuring you remain visually engaged, but this year also promises to deliver unparalleled episodes featuring some of the most fascinating guests we've had the pleasure of hosting. Curtis has ventured …
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A candid conversation with Angela, a psychotherapist based in the Seattle area. Angela shares her insights on the understanding that being a human being is messy, volatile, and not always pretty. We explore the importance of accepting our humanity and staying curious to our emotions. Throughout the episode, Angela emphasizes the journey to knowing …
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In this episode, we delve into the life of Chany Park, a Seoul-based data analyst whose sociology background enriches her approach to data. An avid reader, she actively engages in book clubs (reaches out to authors, hosts her own clubs) and actively contributes in communities and mentorship programs. Balancing her role as a working mom, Chany share…
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In this episode we are joined by Danny Miranda to discuss life's meanings, human connections, upbringings, and their influence on careers, self-doubt, and the relentless pursuit of further personal growth. Notably, Danny shares his mantra of spreading kindness, and optimism, and believes in showing the light in situations which are the theme of his…
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This episode features a deep dive with Nienke Nina Keizer, a seasoned digital nomad and podcasting expert. We explore the practicalities and challenges of living a nomadic lifestyle while delving into the nuts and bolts of creating compelling podcast content. Nienke shares her experiences and insights on conducting impactful interviews and producin…
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Discover the future of coworking with Renata Soto, Community & Experience Manager at Yayem, a luxurious coworking space in Lisbon and Mexico City, on "Remotely Serious." Dive into their innovative business model, global online community, and insights from founder Lindsey Elkin. Perfect for digital nomads and remote work enthusiasts! ***Use promo co…
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Join us in a straightforward and informative conversation with John Lee, Co-Founder of Work From Anywhere. Discover how his platform assists companies in navigating the complexities of remote work, ensuring compliance with global hiring strategies. Learn about the risks companies face employing remote workers and how destinations should cater to bo…
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In this episode, I deep dive into my journey of working with virtual assistants over the past three years, especially from the Philippines, and share the valuable lessons learned about delegation. Listen till the end to learn about where to find a sample test project brief on notion.By Monica Lim
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In this insightful episode, we sit down with Lars Willemse, a pioneering entrepreneur who has co-founded and co-funded a unique investment vacation property in Bansko, Bulgaria. With a keen eye for innovative real estate concepts, Lars is actively exploring the intersection of co-founding and crowdfunding within the global property and experiences …
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This is the 10th episode back for SYDLIS, so if you want us to continue creating new episodes for the podcast, let us know by leaving a review at ratethispodcast.com/learn. In this episode, Steph and Cal bring a medley of half-baked business ideas to the table. They introduce the origin story of each idea, rate it on a scale of A-F, discuss modific…
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In a world where traditional office confines can feel like barriers to genuine freedom, Remote Rebellion is here to guide the way forward. This episode delves into the transformative world of remote work from the point of view of a remote work job coach. With over 9+ years of recruitment experience, Michelle provides insider tips, expert coaching, …
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Get a firsthand look into Próspera's vision and operations with insights from Niklas Anzinger of Infinita VC and J. Robertson, VP of Development at Próspera. 1:25 - Intro to Próspera and the project in Honduras 5:33 - Infinita fund and startup industries that align with Próspera 12:52 - Special economic zones and ZEDEs 19:25 - What companies fit we…
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Amidst today’s content chaos, business and tech media company, Morning Brew seems to have things figured out. For this episode of the podcast, I chat with one of their social media producers, Macy Gilliam. We talk about various tips on how to continuously produce interesting content for social media, the benefits of being a jack-of-all-trades, the …
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When you have two kids and ADHD, handing everything life throws at you while pursuing your personal interests can be quite the challenge. Which is why when I first came across Cathryn online, I was curious how she manages to have time for work, family, and herself, all while dealing with ADHD too. Tune in to hear how she approaches learning, new pr…
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In this episode, we sit down with Mine Dedekoca, a remote work consultant based in Istanbul who has been a catalyst for remote working for over a decade. Along with Lars Willemse, she co-founded the Vivel Network—a curated community aimed at connecting the worlds of web3, innovation, art, and creativity. Vivel hosts events across Turkey and Spain, …
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There is something out there that can make one person more productive and kind, while another inharmonious -- even resentful. That thing is identity. And while we passively adopt parts of identity, we often forget that much of our identity is left up to us. In this episode, Cal and Steph explore the depths of identity and how being intentional arou…
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The internet has a treasure trove of information that you can use to generate business ideas, spot trends, and understand what the future will look like before everyone else. But to benefit from the internet's wealth of knowledge, you need to learn how to use it in the right ways. In this episode, Cal and Steph discuss four unconventional ways that…
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In this special mailbag episode, we're answering YOUR burning questions about the world of remote work, entrepreneurship, and future startup trends. From Curtis' personal experiences to thoughtful insights, we've got it all covered. Here's a sneak peek into what we discuss: When did you start remote working? How did you sell your company in 2020 ju…
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Moving to Texas with kids who barely spoke English was tough. Now they’re reading graphic novels! A lot of that growth happened at Ms. Margaret’s Kumon center in Katy, Texas. In this episode, Ms. Margaret joins me to talk about her center. We chat about the importance of repetition and consistency in helping kids gain confidence and master skills. …
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Writing is one of the most powerful tools on Earth. But few have mastered the craft. Perhaps because success in writing often actually veers you off course, leading you to a life of talking instead of living -- the very thing that drove the quality of your writing in the first place. One man -- (who has written several novels, thousands of poems, a…
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In this episode, we speak to Sua Kim, a photographer with over a decade of experience. Since starting September Studio in New York in 2016, she's moved her base to South Korea. Sua's superpower is her uncanny ability to see what nobody sees. She uncovers the depth in her subjects. In this episode she candidly shares episodes from her career, insigh…
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EXPERIMENTAL EPISODE In this episode, we're doing something a bit different. Using voice cloning technology from Eleven Labs, I tried to make this episode a narration of an article I wrote, using an AI twin of my own voice. I didn't quite get to the point where I could clone my own voice. So, I scrapped that experiment (will return to it soon) and …
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Few waves have hit the world quite like remote work; a wave impacting billions of people overnight due to a worldwide pandemic. But in reality, this wave was brewing for decades and thousands of nomads had long been proving there was a different and viable way to work. Calvin and Steph were two of those people, starting in 2016. Now that the world …
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Few people inspire us more than Yayoi Kusama. Cal recently discovered this 94-year old's work while at the Guggenheim in Bilbao. Like many others, he was immediately gripped by her art – enough to be the only artist he looked up after his visit. Little did he know she was one of the world's most successful living artists, had been creating thousand…
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Welcome to another episode where we explore innovations in global extended-stay living with the founder of Orca, Devan Sood. As the digital work revolution gains momentum, Orca offers an accommodations marketplace and membership community that redefines the concept of 'home' for remote workers and digital nomads. Join us in this conversation as we …
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Join us for a fascinating conversation with SafetyWing and Plumia co-founder and CEO Sondre Rasch, where we delve into the nuances of health insurance for the modern nomad. From the nuances of policy negotiations to global safety nets, discover the efforts being made to ensure comprehensive healthcare access for individuals in international countri…
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Many people waddle through life without asking themselves a simple, but important question: What do I want? In this episode, Steph and Cal discuss how to figure out what you want and avoid some common traps that take you down unhelpful detours. The episode is based on two of Cal's recent articles, which you can read here: What Do You Want? Calvinba…
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Join us as we dive deep with Felippe Nardi, the founder of 'Inside The Show', a program designed to revolutionize virtual presentations. Felippe blends his background in magic performances with design, engineering, and programming skills to transform the typical zoom calls into magical, immersive experiences. Discover why the virtual shows during t…
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In this episode, we sit down with Tanja Polegubic, an Australian-Croatian advisor who's been instrumental in making Croatian cities and regions more appealing to digital nomads. We delve into the current state of digital nomadism in 2023, explore the unique opportunities Croatia offers, and discuss what the future holds for this increasingly popula…
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Some people argue for tipping. Some people argue against. But the one thing that unites most people with an opinion on the topic is a lack of understanding of where the practice came from in the first place. In this episode, Cal and Steph walk through the history of tip culture, how that led to vastly different norms around the world, and the confu…
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On this episode of Let’s Get Practical, I catch up Charles Kerr, a Strategic Partner Manager at Youtube. He helps creators grow and thrive. Charles and I met in the first cohort of Ali Abdaal’s Part-time Youtuber Academy. We talk about our creator journey, the numerous cool features that Youtube is working on to help creatives navigate the competit…
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In this special double-header episode, we sit down not once but twice with remote work evangelist Alli Pereira. Alli shares her unique insights into the world of remote work, digging deep into the nuances, challenges, and surprising perks—like remote visas for dogs—that come with a location-independent lifestyle. Topics Covered: Remote Work: Alli b…
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The Master Somm test is widely recognized as one of, if not the hardest test in the world. Only 273 people have passed it since it was incepted in 1969, also making it one of the rarest distinctions out there (<0.00001% of the world!) In this episode, Steph and Cal discuss some of the hardest human feats, from athletics to intelligence to, and whet…
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In this episode, we interview Brett Estep, the founder of Insured Nomads, a company that specializes in health and travel insurance for digital nomads and remote workers. We discuss the specific insurance needs for those working remotely, including insights into both B2C and B2B solutions. Learn about the complexities of travel, health, and busines…
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