Best Calvin Rosser Podcasts (2025)

1
WE'RE BACK and so is James McKinven, professional podcaster and producer 44:34

2M ago44:34

44:34

James McKinven and I kick off the Remotely Serious pod again and talk about: Indie hacking, New York vs. London, AI slop, product acquisitions and more.. James McKinven: https://x.com/jmckinven https://jamesmckinven.com/about https://jamesmckinven.com/i-lived-in-nyc-for-2-months-my-review Want to dive deeper? Read more about remote work on the Remo…

1
82. Creating 6-Figure Projects Online (With a FT Job!) 1:21:24

5M ago1:21:24

1:21:24

Technology has enabled more people than ever to support their lives via online side projects. Steph is one of the people who understands this world well, having created multiple six-figure projects over the last few years. In this episode, Cal interviews Steph about her perspective on bringing an idea to life, managing your psychology, maintaining …

1
81. Sprucing Up Your Space (Without Busting Your Budget) 1:03:21

6M ago1:03:21

1:03:21

You probably spend more time at home than anywhere else. And how you feel about that time is heavily influenced by the design and functionality of your space. But how do you create a space that you truly enjoy? Unless you're an interior designer or have the resources to hire one, you may not know where to start and default to keeping things the way…

1
80. 80/20 Experiments in Health 1:17:08

6M ago1:17:08

1:17:08

You’ll be hard-pressed to find someone who doesn’t say their health is paramount, yet you'll be just as hard-pressed to find someone who knows what to do to "get there". While every person’s health journey is going to be unique, in this episode Cal and Steph share their experimentation across many of the major categories – from sleep to supplements…

1
79. Running Toward a Healthier Life 56:42

6M ago56:42

56:42

Everybody warns you that your body slows down with age, but that deterioration so sneaky, we continue to convince ourselves that we’re doing just fine. At least, that’s what happened to Steph over the past decade, going from an athlete in her youth to waking up one day without the fitness she once remembered. This episode is a walk through that sto…

1
78. Navigating the Best Country in the World 1:23:16

7M ago1:23:16

1:23:16

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…

1
77. The Good, Bad, and Weird of Japan 1:17:26

7M ago1:17:26

1:17:26

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…

1
Curtis solo episode — history of the pod, remote work personas, social channels 26:28

11M ago26:28

26:28

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…

1
Zen and the art of surfing with Calvin Rosser 58:58

12M ago58:58

58:58

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 …

1
The inside scoop on Bansko Nomad Fest with Pelé from the nomad community 34:15

12M ago34:15

34:15

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 …

1
Workation and work out in Gran Canaria for half the cost of a typical monthly AirBnb 32:22

12M ago32:22

32:22

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…

1
How Indie Makers can make better decisions with James McKinven 56:28

1y ago56:28

56:28

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…

1
James from Freedom Files’ bold decision: choosing Latin America over the USA 53:38

1y ago53:38

53:38

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…

1
Labor should be able to move like capital with Alex Recouso 48:35

1y ago48:35

48:35

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 …

1
Beyond Traditional Rentals: Chris Cerra’s formula for unique stays 44:59

1y ago44:59

44:59

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 …

1
Travel Hack Alert: How Laura Lavgo finds FREE accommodation as a nomad 52:03

1y ago52:03

52:03

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 …

1
SEASON 2: 10 predictions for remote work in 2024 — #7 may shock you 26:48

1y ago26:48

26:48

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 …

1
Nienke Nina Keizer on embracing the digital nomad life 53:34

1+ y ago53:34

53:34

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…

1
Eye-wateringly beautiful coworking spaces with Renata Soto of Yayem 50:40

1+ y ago50:40

50:40

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…

1
Creating a compliant Work From Anywhere model with John Lee 48:18

1+ y ago48:18

48:18

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…

1
Cofunding real estate with Vivel co-founder Lars Willemse 57:58

1+ y ago57:58

57:58

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 …

1
76. The Half-Baked Business Idea Roast: Sensory Museums, Zyn Tins, Unrecordable Spaces, and Much More 50:45

1+ y ago50:45

50:45

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…

1
On the front lines of Remote Rebellion with Michelle Coulson 52:44

1+ y ago52:44

52:44

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, …

1
Inside Próspera: A glimpse into the future of cities 56:12

1+ y ago56:12

56:12

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…

1
From Anatolia to Iberia — with Mine Dedekoca of the Vivel Network 54:17

1+ y ago54:17

54:17

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, …

1
75. Identity: The Strongest Force in the World 37:35

1+ y ago37:35

37:35

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…

1
74. Opportunity is Everywhere: Using Twitter, Wikipedia, Patents, & Niche Databases to Discover Trends 54:55

1+ y ago54:55

54:55

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…

1
Mailbag Mania: Selling a company two weeks before covid and other stories 1:09:48

1+ y ago1:09:48

1:09:48

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…

1
73. Writing to Save Your Life 1:02:54

1+ y ago1:02:54

1:02:54

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…

1
I tried to clone my voice — but didn't quite succeed... 20:45

1+ y ago20:45

20:45

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 …

1
72. Inside the Early Days of Digital Nomadism 57:04

1+ y ago57:04

57:04

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 …

1
71. The Most Influential Artist You've Never Heard Of 40:25

1+ y ago40:25

40:25

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…

1
Devan Sood of Orca is redefining home in the remote era 1:00:48

1+ y ago1:00:48

1:00:48

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 …

1
Sondre Rasch on crafting a global safety net for nomads 50:00

1+ y ago50:00

50:00

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…

1
70. What Do You Want?! 33:37

1+ y ago33:37

33:37

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…

1
The Croatian Blueprint: attracting digital nomads with Tanja Polegubic 46:57

1+ y ago46:57

46:57

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…

1
69. Tipping Culture: Have We Gone Too Far? 59:55

1+ y ago59:55

59:55

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…

1
Two conversations about remote work with Alli Pereira 2:18:30

2y ago2:18:30

2:18:30

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…

1
68. The Cost of Excellence 59:07

2y ago59:07

59:07

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…

1
Insuring the modern nomad: A conversation with Brett Estep 56:34

2y ago56:34

56:34

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…

1
67. The Long Road to San Fransisco 59:28

2y ago59:28

59:28

After years of being nomadic, we embarked on an experiment of living in Encinitas. That experiment lasted 3 years, but provided us with a clearer view of what we wanted next. But could we get past the multi-year stand-off around location and find a place that fit both of our needs? Listen in to find out. This episode is not affiliated with Steph's …

1
Virtual coworking with Focusmate: Taylor Jacobson on accountability and remote work 36:11

2y ago36:11

36:11

In episode 12, Taylor Jacobson, CEO of Focusmate, joins us to explore virtual coworking and the power of accountability. We discuss who Focusmate serves and its business model, as well as delve into the complexities of focus and procrastination in remote work. From personal entrepreneurial experiences to the future of virtual coworking, this episod…

1
The Latin Lowdown: Gringo diaries & remote work rhythms with My Latin Life 1:15:15

2y ago1:15:15

1:15:15

In this edition of 'Remotely Serious', we sit down with My Latin Life for a special segment titled 'The Latin Lowdown'. We delve into the heart of Latin America, exploring both the tales of expat adventures and the burgeoning trend of remote work. From understanding the 'gringo' experience to discussing the nuances of digital employment in the regi…

1
Engineering a nomadic lifestyle: a conversation with Grayson Harris 47:49

2y ago47:49

47:49

In this eye-opening episode, we sit down with Grayson Harris, an engineer who has embraced the nomadic lifestyle in a way that defies the stereotypes. Forget the typical entrepreneur, dropshipper, or influencer path; Grayson's journey is all about balancing a full-time remote engineering job with the excitement of constant travel. Join us as we div…

1
The realities of remote: a candid chat with Dean Kuchel 50:49

2y ago50:49

50:49

Join us for a no-holds-barred conversation with the globe-trotting digital nomad, Dean Kuchel. In this episode, we strip away the glossy veneer of remote work, diving headfirst into the gritty realities that lurk beneath the surface. Dean, with his wealth of personal experiences, takes us on a journey through the unvarnished truth of digital nomadi…

1
Han Talbot: A longtime digital nomad and content creator checks in 50:46

2y ago50:46

50:46

Han Talbot is a digital nomad whose experiences span across diverse cultures and landscapes. From the early travels in Brazil, to the historical richness of the Balkans and the periodic homecomings to the UK, her journey is a testament to the boundless opportunities of remote work. We talk destination marketing, and how local leaders are helping to…

1
From Mexico to the Adriatic with Mita Carriman 28:55

2y ago28:55

28:55

In this podcast episode, we chat with Mita Carriman, founder of Adventurely and NYC Nomad Village. She's been a digital nomad, promoting destinations in the Balkans and running welcoming meetups for nomads in Mexico. Want to dive deeper? Read more about remote work on the Remotely Serious website. Check Out Curtis’ Stuff: Personal Site The Origin R…

1
BONUS: Conversation with Richard Bexon (Costa Rica's #1 Real Estate and Investments Podcast) 40:16

2y ago40:16

40:16

In this off-schedule bonus episode, Curtis chats with Richard Bexon, the influential voice behind Costa Rica's #1 Real Estate and Investments Podcast. Our conversation dives deep into the world of real estate investing, with a special emphasis on exciting opportunities in the land of 'pura vida'. Richard shares his insights on why Costa Rica is gro…

1
Palau's digital residency program is making waves - with Jay Hunter Anson 50:27

2y ago50:27

50:27

In this captivating conversation, we had the pleasure of sitting down with Jay Hunter Anson, Director of Palau's Digital Residency Program. Jay provided us with fascinating insights into Palau's groundbreaking blockchain-based ID system, Palau's geopolitical position in the South Pacific, the unparalleled advantages of the 'digital residency' as a …

1
Unpacking the remote work movement with Jordan Carroll 54:52

2y ago54:52

54:52

In this engaging conversation, we sat down with Jordan Carroll, a content creator, course developer, and coach who specialized in helping individuals secure legitimate remote job opportunities. Jordan shared insightful thoughts on how to excel in the remote job market, what he learned at Running Remote 2023, where remote work is heading, and more. …

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Calvin Rosser Podcasts

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