Podcasts about digital nomads

She was one of the baddies who showed up on this show back in 2021 — and four years later, Vanessa Wachtmeister is back and she is NOT the same woman. She's paid off $130,000 in debt, earned her German passport, and is about to launch her second tech startup. And she did all of it from Europe, where blueberries cost a dollar and a minor surgery runs you 300 euro — total.In this episode, Vanessa and I are getting into ALL of it: what it actually looks like to build a career, a business, and a life abroad. How she navigated work visas, taxes, and even burning down a GmbH to the tune of $100K of her own money to rebuild her startup in the US. We're talking passport diversification as the new financial strategy, why the American dream was always a lie, and how her new job platform Go Onwards is coming for LinkedIn's neck.If you've been thinking about leaving, this is your sign to stop playing and start moving.WE GET INTO:00:00 - Intro: The Baddie Who Left America in 2013 and Never Looked Back02:51 - Why Vanessa Said "Bye, America" at 21 with $2,000 and a Dream04:20 - The World Tour: China, London, Syria & Germany05:42 - What Her Life Would Have Looked Like If She'd Stayed08:42 - How to Actually Get a Job Abroad: Visas, Work Permits & What Nobody Tells You10:22 - How to Choose Where to Move13:20 - Grocery Bills, Free Healthcare & Why She Can Never Come Back16:16 - From Masterclass Girlie to Tech Founder: Her Creator Evolution18:57 - The Gap in the Market That Built Go Onwards21:55 - Why LinkedIn Doesn't Give a F*ck About Job Hunters (and She Does)23:33 - Pricing, Features & What You Get with Go Onwards24:44 - The $100K Founder Mistake She Made in Germany28:36 - The Real Tea on European Taxes31:33 - Digital Nomads, Remote Work & What 100% Remote Actually Means Abroad32:03 - How She Made $310K and Paid $26 in Federal Tax35:22 - Passports Are the New Insurance Policy36:03 - The (Very Legal, Slightly Gray) Way She's Bringing Her Family to Europe38:08 - How to Financially Prepare to Move AbroadKEY TAKEAWAYS:Getting a job in Europe as a US passport holder is more doable than you think — but you need to understand how work permits and visa sponsorship actually workThe Foreign Earned Income Exclusion lets you exclude up to $130K of foreign income from US federal taxes — stack it with tax credits and you'll be shocked at your billPassport diversification is the new financial strategy — multiple citizenships give you options that no investment account canGo Onwards filters out ghost posts, non-English jobs, and low-paying roles so you only see high-quality opportunities with visa sponsorship across all 30 EU economic areas + the UKYou don't need to fundraise to fund a startup — Vanessa liquidated part of her stock portfolio at peak to self-fund, treating it as diversification into a revenue-generating assetLiving abroad doesn't have to be expensive — Vanessa's all-in monthly budget in Berlin (including rent, health insurance, CrossFit, and Ubers home) is $2,500RESOURCES MENTIONED:Listen to Vanessa's past episode of the podGo Onwards (Vanessa's job platform)CONNECT WITH VANESSA:InstagramWebsiteTAKE THE NEXT STEP:Yo Quiero Dinero Private MembershipRead my book, Financially Lit!Leave me a voicemailThis episode of Yo Quiero Dinero was produced by Heart Centered Podcasting. Hosted on Acast. See acast.com/privacy for more information.

We're often great at making money, terrible at managing it. Multi-exit entrepreneur David McKeegan joins us to discuss personal finance built specifically for founders: The "refrigerator number" — what it is and how to find yours The 4% rule — is it still relevant, and what rate would you actually bet on? Concentration vs. diversification: when to double down and when to spread out Portfolio construction for 7-8 figure entrepreneurs (ETFs, TIPS, bonds — the real breakdown)

Today, I want take you back to where my nomad life all began because I happen to recording this where it all started, Costa Rica.   And to be honest, being there on this trip has surfaced some emotional stuff for me that I wasn't fully expecting to surface and it's kind of caught me off guard. I want to share the lessons that are coming up, my story and some things I want to come clean about. I've kind of been a little bit l offended when people ask me this question, which is: what are you running away from? And I have always thought,  why do I have to be running away from something?   I'm not running away from anything. But to be honest, I now understand 10 years later that at the time I was running away from something,  that I just wasn't ready to acknowledge. And today I want to talk about that and my story of how I became a digital nomad and now have a life in Bali. I also think that with everything that I share I just really hope that it falls upon the right ears, that there is someone out there who needs to hear this story and is gonna resonate with it, not just to help you feel less alone, but also to as a conclusion to this whole podcast to give you permission. Give you permission to follow your dream, whether you are running away from something or not.   So let me take you back to when my nomadic life began.. We will dive into: The travel story of how my digital nomad life actually beganWhy Costa Rica changed everything for meWhat it felt like taking the first steps toward a remote job lifestyleThe emotional side of returning to the place where your dream startedThe excitement, uncertainty, and discomfort of building a life as a digital nomadWhy sometimes our biggest life pivots begin with one spontaneous tripCurious about becoming a digital nomad? DM me @christabellatravels the code: APPLY Send a text

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3936: Tynan reflects on what it truly feels like to live in near-constant motion, building “half homes” across the globe while giving up the stability of a single permanent base. He unpacks the emotional trade-offs of global connectedness, fragile dating momentum, blurred seasons, and the way perpetual travel reshapes work and identity. His perspective offers rare clarity for anyone wondering whether a nomadic life expands your world, or quietly fragments it. Read along with the original article(s) here: http://tynan.com/alwaystraveling Quotes to ponder: "While I definitely miss out on a certain depth in relationships afforded by living in constant proximity, I gain depth from sharing unique experiences around the world with them." "This lifestyle now feels totally normal to me, so I thought it might be interesting to share what it feels like to live such a life, both good and bad." "Maybe the best part of moving around constantly is that I have a “presence” in different cities around the world." Learn more about your ad choices. Visit megaphone.fm/adchoices

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3936: Tynan reflects on what it truly feels like to live in near-constant motion, building “half homes” across the globe while giving up the stability of a single permanent base. He unpacks the emotional trade-offs of global connectedness, fragile dating momentum, blurred seasons, and the way perpetual travel reshapes work and identity. His perspective offers rare clarity for anyone wondering whether a nomadic life expands your world, or quietly fragments it. Read along with the original article(s) here: http://tynan.com/alwaystraveling Quotes to ponder: "While I definitely miss out on a certain depth in relationships afforded by living in constant proximity, I gain depth from sharing unique experiences around the world with them." "This lifestyle now feels totally normal to me, so I thought it might be interesting to share what it feels like to live such a life, both good and bad." "Maybe the best part of moving around constantly is that I have a “presence” in different cities around the world." Learn more about your ad choices. Visit megaphone.fm/adchoices

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3936: Tynan reflects on what it truly feels like to live in near-constant motion, building “half homes” across the globe while giving up the stability of a single permanent base. He unpacks the emotional trade-offs of global connectedness, fragile dating momentum, blurred seasons, and the way perpetual travel reshapes work and identity. His perspective offers rare clarity for anyone wondering whether a nomadic life expands your world, or quietly fragments it. Read along with the original article(s) here: http://tynan.com/alwaystraveling Quotes to ponder: "While I definitely miss out on a certain depth in relationships afforded by living in constant proximity, I gain depth from sharing unique experiences around the world with them." "This lifestyle now feels totally normal to me, so I thought it might be interesting to share what it feels like to live such a life, both good and bad." "Maybe the best part of moving around constantly is that I have a “presence” in different cities around the world." Learn more about your ad choices. Visit megaphone.fm/adchoices

Dan talks with Taylor Pearson about a new wave of “agentic AI” tools like Claude Code — and how founders are using them to tackle projects that used to take days or weeks. From analyzing financials to running workflows and speeding up big internal projects, these tools can act more like a business collaborator than a chatbot. They also walk through how to take the first step if you want to start experimenting. Find Taylor Get started with Claude Code Hang out exclusively with 7+ figure founders in DC BLACK Bento - Email marketing for bootstrapped founders CHAPTERS (00:00:00) AI “Superpowers” for Founders (00:00:43) A New Wave of AI Tools (00:00:57) Sponsor: Bento (00:02:32) The First Time Taylor Tried Claude Code (00:04:21) The $10K Projects Sitting on Your To-Do List (00:05:13) Real Ways Founders Are Using AI Agents (00:05:32) AI as the Operating System for Your Business (00:13:07) The Breakthrough: AI That Reads and Writes Your Files (00:20:44) The New AI Arbitrage (00:25:16) What AI Is Weirdly Good (and Bad) At (00:27:36) Why It's an Exciting Time to Be a Founder Again CONNECT: Dan@tropicalmba.com Ian@tropicalmba.com Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella. PLAYLIST: Can Your Business Beat the S&P 500? How to Build a 6-Figure Digital Business with Claude Code 4 Ways to Start a Business From Scratch in 2026

Welcome to another engaging episode of the Outdoor Adventure Series! Today, we're thrilled to introduce Azdean Elmoustaquim, co-owner of Destination Morocco and host of the Destination Morocco podcast. Join Howard Fox and Azdean Elmoustaquim as they dive into the vibrant culture, mouthwatering cuisine, and unique experiences that Morocco offers, all from the perspective of a family-run tour company deeply rooted in both the US and Morocco.We'll explore how Azdean Elmoustaquim's personal journey—balancing life between Houston and Morocco, and sharing Moroccan heritage with his son—inspired the creation of Destination Morocco Tours. Learn what makes their approach special, from curated itineraries and immersive local experiences to the importance of fostering genuine connections between travelers and Moroccan communities.Whether you're a foodie longing for authentic tagines, an adventurer eager for Berber culture, or simply curious about travel planning in Morocco, this episode is packed with insightful stories, travel tips, and the inside scoop on how their podcast and tour company are shaping how people experience this magical country.Tune in for a conversation that will inspire your next adventure—and maybe even tempt you to book your own journey to Morocco!.DISCUSSION00:00 "Connecting Roots Across Generations"06:20 Food, Adventure, and Local Experiences06:59 Authentic Cultural Experiences10:15 Morocco Travel Planning Process13:47 "Morocco in 10 Days"17:17 Morocco's Tourism Impact24:37 "Fes: Morocco's Gem"32:55 "Morocco for Digital Nomads?"36:27 "Moroccan Cuisine: Diverse and Incredible."38:45 "Planning a Trip to Morocco."LEARN MORETo learn more about Destination Morocco, visit their website at https://destinationsmorocco.com/ and on these social sites:Facebook: https://www.facebook.com/destinamoroccoInstagram: https://www.instagram.com/destinations.moroccoDestination Morocco Podcast: https://destinationsmorocco.com/latest-episodeNEXT STEPSVisit us at https://outdooradventureseries.com to like, comment, and share our episodes.KEYWORDSAzdean Elmoustaquim, Destination Morocco Tour Company, Outdoor Adventure Series, Podcast Interview#AzdeanElmoustaquim #DestinationMoroccoTour Company #OutdoorAdventureSeries #PodcastInterviewMy Favorite Podcast Tools: Production by Descript Hosting Buzzsprout Show Notes by Castmagic Website powered by Podpage Be a Podcast Guest by PodMatch Banner Customization by Nano Banana & Canva

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Bhutan's digital nomad visa has no income requirement. What it does require is unlike anything in the 50-country DNV market.View the full article here.Subscribe to the IMI Daily newsletter here. 

A semi-retired 6-time CEO accidentally went viral on YouTube, and turned it into a real business case study. Dynamite Circle member and DC BLACK facilitator, Richard “RJ” Jalichandra, joins us this week to talk about how a small channel can still transform your company. Plus, the hidden struggles of 7+ figure founders, defining your “enough number,” and why a little retirement planning today can actually improve your decisions right now. LINKS RJ's YouTube Channel Meet RJ and other lifestyle founders doing YouTube Hang out exclusively with 7+ figure founders in DC BLACK Bento will beat your current email bill — up to 70% off or $300 in credits CHAPTERS (00:04:18) How RJ Got Into YouTube (00:07:04) The Algorithm vs What You Want to Create (00:10:44) How to Build an Audience in 2026 (00:16:19) RJ's Creative Process for YouTube (00:19:16) Economic Opportunities for Mid-Cap Channels (00:23:17) The #1 Struggle of 7-8 Fig Founders (00:30:16) Scale for Wealth or Optimize For Lifestyle? (00:33:10) The Importance of Retirement Planning CONNECT: Dan@tropicalmba.com Ian@tropicalmba.com Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella. PLAYLIST: Can Your Business Beat the S&P 500? How to Build a 6-Figure Digital Business with Claude Code 4 Ways to Start a Business From Scratch in 2026

Today, I am interviewing one of my previous clients, Aleigha Knight, who has such an amazing success story I wanted to share it with you.  We are now recording this in Bali where she lives with her digital nomad business she built, but that isn't where she started. She started in New York working a corporate job, getting no sunlight and working in a basement and realized this can't be it for her. So she invested in my program, The Digital Nomad Life Academy to redirect and change the trajectory she was on. This year, she sold all of her stuff, let go of her apartment, and took her new Fractional Chief of Staff Business across the world to Bali.Today we are talking about her transition and also how her story is a testament that you too can change the trajectory your life is on. This episode is for you if:You feel stuck in your 9-to-5 but don't know how to leaveYou want to quit your job and work remotelyYou dream of becoming a digital nomadYou want to get paid to travelYou're curious about starting a service-based online businessYou want proof that it's possible to reinvent your careerConnect with Aleigha:Instagram:  @aleighaaknightHer business: @virtualseaaWebsite Send a text

Tired of tax ambiguity chasing you across borders? Enter Nomad Layer (nomadlayer.com) — the turnkey solution for digital nomads seeking a clean, compliant tax home without full-time relocation.Through their official partnership with Próspera (the innovative Special Economic Zone on Roatán Island, Honduras), you can secure remote tax residency with a simple $5,000 flat annual lump-sum tax — capping your personal income tax obligation no matter your earnings. Bitcoin payments accepted, no hidden fees, and full transparency.Key perks for true location-independent lifestyles:Minimal presence: Just 7 days per year in Próspera (treat it like a beach vacation to your tax base!).Exclusive residency declaration: Pledge Próspera as your sole tax home (no overlapping claims elsewhere).Remote setup: Nomad Layer handles everything — company formation in Próspera, paperwork, application submission, and ongoing compliance.Proof that counts: Get an official Honduran tax residency certificate + proof of address for banks, crypto platforms, or authorities.Extra wins: Access to Próspera's forward-thinking ecosystem (low business taxes, digital governance, and potential paths to longer-term options like citizenship in 3-5 years).Designed by nomads for nomads, this is the world's first truly remote-first tax residency program — lawful, recognized, and built to deliver certainty in a world of 183-day rules and gray zones.Ready to simplify your global setup? Head to nomadlayer.com, secure your spot, and reclaim control over your taxes. 

Dan and Ian hop on the mic to talk about spending money to make more money in your business, getting financial assistance with AI, how to decide where you should live and work in 2026, and agentic AI use cases. Meet lifestyle founders in Mexico this May Hang out exclusively with 7+ figure founders in DC BLACK Bento will beat your current email bill — up to 70% off or $300 in credits Live Well on Less Than You Think by Fred Brock “The End of the Office” by Andrew Yang “How to replace your bookkeeper with AI” by Dan Norris CHAPTERS (00:00:00) What Founders Are Talking About in Mexico This May (00:03:45) How to Spend Money to Make Money in Your Business (00:08:12) Using AI to Help You With Financials (00:19:16) How to Decide Where to Live and Work Remotely in 2026 (00:30:42) What's New With Agentic AI CONNECT: Dan@tropicalmba.com Ian@tropicalmba.com Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella. PLAYLIST: How to Build a 6-Figure Digital Business with Claude Code 4 Ways to Start a Business From Scratch in 2026 Financial Traps & Profit Truths

Today I'm sharing the best places in the world to realistically live out your dream of consistent waves and a lifestyle that actually supports your work. I break down (from experience) where I recommend traveling to if you are a digital nomad who surfs or wants to surf! ---------------- Danielle is a content creator and business coach who has been featured in Forbes, Thrive, Entrepreneur, and more. She has traveled to over 65+ countries running her online business and surfing in remote tropical destinations. ⟡ Instagram: https://www.instagram.com/thewanderlover/ ⟡ Podcast: https://thewanderlover.com/podcast ---------------- RESOURCES FOR YOU: ⟡ Travel Influencer Handbook: https://thewanderlover.com/travel-influencer-handbook/ ⟡ Wanderlover Coaching Group: https://thewanderlover.com/the-wanderlover-coaching-group/ ⟡ Wanderlover Business Academy: https://thewanderlover.com/business-academy/ ⟡ FREE 0 to $100K Game Plan: https://thewanderlover.com/100k-game-plan/

How long would it take to revamp your entire business? For Elliott Zelinskas: three weeks. Using Claude Code, he rebuilt his 4-year website, generated 100+ SEO pages, automated YouTube creation and publishing, and replaced parts of his tech stack. All without a dev team. Is agentic AI the next evolution of entrepreneurship? LINKS Follow Elliott on X Follow Elliott on Instagram Meet Elliott and other lifestyle founders inside Dynamite Circle Hang out exclusively with 7+ figure founders in DC BLACK Bento will beat your current email bill — up to 70% off or $300 in credits Million Dollar Weekend by Noah Kagan Live Well on Less Than You Think by Fred Brock CHAPTERS (00:00:00) Intro (00:02:39) Meet Elliott & His Business (00:07:05) How Elliott Started Using Claude Code (00:11:16) Upsides and Downsides of Agentic AI (00:15:13) Simple But Powerful Use Cases for Agentic AI (00:22:07) Six Tips for Non-Tech Founders (00:33:18) Security, Risk, and How to Decide What to Build (00:46:42) Digital Nomading and Personal Finance CONNECT: Dan@tropicalmba.com Ian@tropicalmba.com Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella. PLAYLIST: Bad Hiring Advice That Can Actually Work: 9 Tactics for Lifestyle Founders 4 Ways to Start a Business From Scratch in 2026 “Scaling on Steroids” with AI Automation ft. Juan Montero

Send us a textIn this inspiring episode of Living the Dream with Curveball, we welcome Kai Law, a globetrotting entrepreneur and expert in remote high ticket sales. Kai shares his incredible journey from the bustling streets of Sydney to the vibrant culture of Singapore, detailing his unique path that led him to a fulfilling career in sales while embracing a life of adventure. He opens up about his experiences training in Muay Thai in Thailand and the personal transformations that came from stepping outside his comfort zone. Kai discusses the realities of burnout, the importance of balancing work with personal passions, and how he helps others transition into high ticket sales roles. With practical advice on building rapport, overcoming misconceptions about sales, and the significance of mentorship, this episode is packed with insights for anyone looking to redefine their career path. Join us as Kai empowers listeners to take charge of their lives and chase their dreams on their own terms. Don't miss this opportunity to learn from his journey and discover how you can create a life aligned with your values.Support the show

The threshold places the program within the mid‑range of an increasingly competitive digital nomad visa market; undercuts regional peers.View the full article here.Subscribe to the IMI Daily newsletter here. 

Dan and Ian respond to a listener's email about strategies for going from a 9-5 to full-blown entrepreneurship, and why mindset is far more important long-term than ideas if you want to start a business. LINKS Bento will beat your current email bill — up to 70% off or $300 in credits Million Dollar Weekend by Noah Kagan Dynamite Jobs Meet lifestyle founders inside Dynamite Circle Hang out exclusively with 7+ figure founders in DC BLACK CHAPTERS (00:00:00) Intro and Listener Email (00:05:58) Path 1: “Hold Your Nose and Jump” (00:11:43) Path 2: The Coast Side Hustle (00:14:16) Path 3: Intrapreneurship/Apprenticeship (00:18:14) Path 4: Job Hopping (00:30:05) Product-Market Fit, Passion, and More (00:38:58) Overrated and Underrated Entrepreneurship Tips CONNECT: Dan@tropicalmba.com Ian@tropicalmba.com Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella. PLAYLIST: Bad Hiring Advice That Can Actually Work: 9 Tactics for Lifestyle Founders What We Learned From Running a 7-Figure Remote Business in 2025 The 9-5 is Dead, This is the Socially Acceptable Lottery Ticket

Apply for the Leap Year 6-week Minimind - https://www.oliviatati.com/leapyearminiIn this interview episode of The Wanderlust Wealth Show, Olivia Tati sits down with fellow digital nomad and Wanderlust Wealth Academy student Torrie Griffiths, who shares how she bought a six-bedroom house in Denver while still maintaining a location-independent lifestyle. ✨She walks through her journey from years of full-time travel to realizing the need for a home base — without giving up freedom.This conversation highlights the power of asking questions, building the right team, trusting yourself through uncertainty, and staying flexible when plans change. It's an honest look at what real estate investing actually looks like behind the scenes — and how it can support a nomadic lifestyle rather than limit it.

Today, I'm joined by Henrik de Gyor, Chief Digital Officer of My AI Fluency and a no-nonsense digital transformation leader. He's an expert in how to streamline content operations, integrate AI responsibly, and scale workflows without chaos. Expect practical lessons on metadata, change management, and building repeatable systems that deliver measurable results.In this series, we break down practical workflows for meetings, writing, health, and career growth. Listen now and tell us: where will you start?Remote work gives freedom, yet meetings still drain time and attention. The old model of half-listening while scribbling notes creates errors, missed context, and long post-call cleanup. The conversation centers on a better way: use AI to capture the full meeting, extract a crisp summary, and map action items with owners and dates. This shift frees you to be present, ask sharper questions, and make decisions in real time. Instead of juggling tabs and bullet points, you focus on outcomes while a transcript anchors the details you'll need later. It's not about buying the trendiest app; it's about redesigning a workflow that eliminates rework.Looking for Remote Work?Click here remoteworklife.io to access a private beta list of remote jobs in sales, marketing, and strategy — plus get podcasts, real-world tips and business insights from founders, CEOs, and remote leaders. subscribe to my free newsletter Connect on LinkedIn

Hometown Radio 01/30/26 6p: Digital Nomad Alison Cebulla returns from Europe

Dan and Ian share 9 pieces of hiring advice that are typically considered “bad,” but can actually work pretty well for smaller bootstrapped teams - and especially lifestyle businesses. LINKS Bento will beat your current email bill — up to 70% off or $300 in credits “Who” by Geoff Smart and Randy Street Remote First Recruiting: Land your next hire in 21 days or less Meet lifestyle founders inside Dynamite Circle Hang out exclusively with 7+ figure founders in DC BLACK CHAPTERS (00:03:42) Tip 1: Just Hire a Recruiter (00:07:11) Tip 2: Work With Friends and Family (00:10:34) Tip 3: Use AI For Onboarding (00:12:02) Tip 4: Go Easy on the W2s (00:14:52) Tip 5: You Don't Need a Mission-Based Culture (00:20:16) Tip 6: If You Hire the Wrong Person, Let Them Go (00:22:54) Tip 7: It Doesn't Have to Be More Than the Math (00:25:45) Tip 8: Not Hiring Can Work Out Great (00:30:30) Tip 9: Polarize Your Managing Style CONNECT: Dan@tropicalmba.com Ian@tropicalmba.com Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella. PLAYLIST: What We Learned From Running a 7-Figure Remote Business in 2025 The 9-5 is Dead, This is the Socially Acceptable Lottery Ticket “The World Is Ending.” These 5 Businesses Are Still Making Millions

In this episode of WP Tavern, Nathan Wrigley chats with Charly Leetham about her journey as a digital nomad using WordPress. Charly shares how evolving technology allowed her to build a flexible, location-independent tech support business. She discusses the freedoms and challenges of living on the road, remote work essentials like Starlink for internet access, and how she supports clients with their tech and websites. The conversation highlights both practical insights and the personal rewards of a nomadic, tech-enabled lifestyle. If you've ever imagined trading your desk for the open road, or wondered what's technologically and personally possible as a remote WordPress worker, this episode is for you.

In this episode of WP Tavern, Nathan Wrigley chats with Charly Leetham about her journey as a digital nomad using WordPress. Charly shares how evolving technology allowed her to build a flexible, location-independent tech support business. She discusses the freedoms and challenges of living on the road, remote work essentials like Starlink for internet access, and how she supports clients with their tech and websites. The conversation highlights both practical insights and the personal rewards of a nomadic, tech-enabled lifestyle. If you've ever imagined trading your desk for the open road, or wondered what's technologically and personally possible as a remote WordPress worker, this episode is for you.

Toku McCree, founder of The Unexecutive, an executive coaching practice that helps startup founders, CEOs, and creative leaders build successful businesses without losing their humanity in the process.Through his one-to-one coaching, small group programs, and teaching for coaches, Toku guides high-achievers to find clarity, integrity, and purpose in both business and life. His approach blends deep mindfulness with practical strategy, shaped by years of experience coaching leaders across industries—from chocolate manufacturing to music management.Now, Toku's journey from living in a Zen monastery to becoming a sought-after executive coach demonstrates how spiritual insight and entrepreneurial drive can coexist beautifully.And while exploring creativity through projects like his upcoming Tarot Card deck, and immersing himself in life and culture in Mexico, he continues to prove that business can be both deeply human and wildly unconventional.Here's where to find more:unexecutive.comcoachingmba.cocoachestarot.com________________________________________________Welcome to The Unforget Yourself Show where we use the power of woo and the proof of science to help you identify your blind spots, and get over your own bullshit so that you can do the fucking thing you ACTUALLY want to do!We're Mark and Katie, the founders of Unforget Yourself and the creators of the Unforget Yourself System and on this podcast, we're here to share REAL conversations about what goes on inside the heart and minds of those brave and crazy enough to start their own business. From the accidental entrepreneur to the laser-focused CEO, we find out how they got to where they are today, not by hearing the go-to story of their success, but talking about how we all have our own BS to deal with and it's through facing ourselves that we find a way to do the fucking thing.Along the way, we hope to show you that YOU are the most important asset in your business (and your life - duh!). Being a business owner is tough! With vulnerability and humor, we get to the real story behind their success and show you that you're not alone._____________________Find all our links to all the things like the socials, how to work with us and how to apply to be on the podcast here: https://linktr.ee/unforgetyourself

Join our Telegram community - https://bit.ly/BecomeNomad   In this episode, Eli shares reflections on Anything You Want by Derek Sivers. Speaking from Singapore, he explores how building a company can be an act of freedom: designed around happiness, purpose, and profitability. Through the lens of the digital nomad lifestyle, the episode touches on why solving real problems matters, how client obsession creates clarity, and what it means to build a business that supports life on the move. A thoughtful conversation for founders, freelancers, and nomads who want to build something meaningful without losing joy along the way.

This week the US commemorates the MLK Day holiday - Dr. Martin Luther King Jr.'s birthday. He would have been 97. The third Monday of January has stood as the official holiday for 40 years, and no matter what the current US administration attempts at erasure, the Black American Diaspora will never forget. I remember growing up, before 1986 when the day became an official holiday, the majority of my Black classmates did not attend school on January 15th. This is the activism that the Civil Rights Movement inspired for two generations, and activism + grassroots organizing are prime topics in this two-part conversation with long-time comrade, fellow Brooklynite, poet, performer, jazz/soul vocalist, musician, producer, designer, and community strategist, Tai Allen. A native New Yorker by way of Panama, Jamaica, and Virginia, Tai's life story is filled with a history of progressive stands. From his mother's family being among those that contributed to the suit that integrated schools across the United States—Brown vs. The Board of Education of Topeka to his father's influential network of academics and thought leaders, his craft was in the making for his entire upbringing—without him necessarily knowing it. #Listenandlearn more! Where to find Tai? https://taiallen.com/ On LinkedIn On Instagram On Facebook On YouTube On Soundcloud Other topics of interest: About Yonkers, New York Perspective on Jamaican Migration to Panama About Colón and Panama City in Panama About Saint Ann and Saint Elizabeth Jamaica The Maroons of Jamaica How Scots became a presence in Jamaica… Flyght Tyme, the band About Tai's connection to Roots Author, Alex Palmer Haley and Palmer Family Ancestry The Five Cases that lead to Brown v. Board About recently shuttered community hotspot, The Brooklyn Moon Cafe and Michael Thompson What was Real Player? The Last Poets Amiri Baraka Yosef Ben-Jochannan “Dr. Ben” About Leonard Jeffries Who is Chi Ossé? Revisit Anna Malaika Tubbs on Glocal Citizens CBC - Congressional Black Caucus What's happening in policy in Utah? A timeline of policing, law enforcement and resistance in the USSpecial Guest: Tai Allen.

Devenir digital nomad en 3 mois : quel métier de freelance choisir pour pouvoir s'expatrier ? Ressources :

Dan and Ian take a candid look back at 2025, share highlights and lowlights from the year, and give a sneak peek into what's next for Dynamite Circle. LINKS Bento will beat your current email bill — up to 70% off or $300 in credits Ramit Sethi's Money for Couples Remote First Recruiting: Land your next hire in 21 days or less Meet lifestyle founders inside Dynamite Circle Hang out exclusively with 7+ figure founders in DC BLACK CHAPTERS (00:01:56) Personal Finance: The First Step to Entrepreneurship (00:09:02) Why You Need an Annual Theme (00:13:03) Business Updates (00:19:45) Professional Empowerment for Your Team Leaders (00:25:53) Consistency in Delivering a Great Product (00:30:31) What We've Learned from Hosting Executive Coaching (00:34:36) Under the Hood at Dynamite Circle (00:41:02) Highlights and Lowlights of 2025 (00:49:03) Our Themes for 2026 CONNECT: Dan@tropicalmba.com Ian@tropicalmba.com Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella. PLAYLIST: How to Actually Build Systems in Your Small Business ft. Layla Pomper The 9-5 is Dead, This is the Socially Acceptable Lottery Ticket Your 2026 Business Plan in 36 Minutes [FREE Resource]

Greg has what would be for many a dream job - a freelance football journalist. After moving to Saigon in January Greg planned to stay for only three months, but now going to be staying for the foreseeable future. He was recently featured in The Guardian writing about digital nomads which Greg is currently debating whether that label applies to him.As both avid football fans Greg and I had so much to talk about I've split this episode into two; the main episode on his life as a digital nomad and a BONUS episode with us talking about football, the influence of Asia on the English Premier League and why I became disillusioned with football because of the bigotry and sectarianism in Scotland. There are some interesting stories but if you're not into football this may not be of interest to you so I separated it from the main pod.In the main episode Greg shares how he came to live in Saigon after he started in Italy as a football journalist, and important advice and tips for anyone thinking about being a digital nomad. He shares the realities of being a digital nomad, both the benefits and drawbacks. Greg also talks about life in Saigon and answers the usual questions I ask each guest.In classic Saigon fashion, there is construction above us so at times you may hear some banging in this episode although Biscuit doesn't make an appearance this time!(And yes I called it Seven Million Podcasts near the end!)Celtic v Dunfermline Scottish Cup Final I talked about. I got it wrong, Dunfermline scored after 40 minutes, not 26.Check out the website Greg mentioned Nomad ListHere is Greg's article from The Guardian; The world is my office: why I chose to become a digital nomad worker.Follow Greg on Twitter @GregLeaFootball."Send me a message!"Support the show

Are we actively watching the rise of the degenerate economy? What does it mean for our entrepreneurial behaviors? What does it mean for our portfolios? Does gambling your way to wealth make sense? And what types of trends will emerge and strengthen in 2026? Smart things look stupid for a while until they look smart. Dan and Jeff share their thoughts on the recent viral X article “The Prison of Financial Mediocrity” and their views on the “socially acceptable” risk of entrepreneurship as an escape from the 9-5. LINKS Bento will beat your current email bill — up to 70% off or $300 in credits (https://bentonow.com/tmba) “The Prison of Financial Mediocrity” Full Article (https://x.com/systematicls/status/2004900241745883205) The End of Jobs by Taylor Pearson (Dynamite Circle member!) (https://www.amazon.com/End-Jobs-Meaning-9-5-ebook/dp/B010L8SYRG) The Psychology of Money by Morgan Housel (https://www.amazon.com/dp/0857197681/) Same As Ever by Morgan Housel (https://www.amazon.com/Same-Ever-Guide-Never-Changes/dp/0593332709) The Courage to Be Disliked by Ichiro Kishimi et al (https://www.amazon.com/The-Courage-to-Be-Disliked-audiobook/dp/B07BRPW98K/) Meet lifestyle founders inside Dynamite Circle (https://dynamitecircle.com/) Hang out exclusively with 7+ figure founders in DC BLACK (https://dynamitecircle.com/dc-black) CHAPTERS (00:00:52) The Traditional Path is Closed (00:06:00) The Era of Long Degeneracy & Success Via Risk (00:10:49) Opportunity When the Game is Rigged Against You (00:20:27) The Socially Acceptable Lottery Ticket (00:25:47) Financial Nihilism and Betting on Change CONNECT: Dan@tropicalmba.com Ian@tropicalmba.com Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella. PLAYLIST: How to Actually Build Systems in Your Small Business ft. Layla Pomper (https://tropicalmba.com/episodes/how-to-build-systems) “The World Is Ending.” These 5 Businesses Are Still Making Millions (https://tropicalmba.com/episodes/the-world-is-ending-9jp7t) Why $120K From Your Biz Beats $150K at a Job (https://tropicalmba.com/episodes/balancing-wealth-freedom-mindset)

Today's episode is about making 2026 the year you finally make money from anywhere doing work you actually enjoy. We are not talking about affiliate marketing, e-commerce, or get-rich-quick schemes for your online remote business.. I'm talking about real, sustainable, high-ticket online businesses, the kind that give you freedom, stability, and the ability to live anywhere in the world without hating your work.We are also talking about the tidal wave of AI and how to prepare yourself and get ahead with your own remote business while other's may lose their jobs. If you position yourself correctly, this is the best time in history to become a digital nomad and build a career that lets you work anywhere.By the end of this episode, you're going to feel clear, empowered, and ready to take action on changing your career, your income, and your life  so that next year you're running your own remote business, traveling the world, and not listening to an episode called “How to Become a Digital Nomad in 2027.”In this episode, I break down:How to become a digital nomad in 2026Why the high-ticket service provider model is the fastest way to work onlineHow to niche yourself so clients say yes without shopping aroundWhy AI is a threat to corporate jobs — not digital nomadsHow to get paid for outcomes, not hours

Hometown Radio 01/14/26 4p: Digital Nomad Alison Cebulla returns from Europe

In this conversation, Marv McGuire shares his journey from being a Navy veteran to becoming a multifamily syndicator with Grovia Capital. He discusses the vibrant real estate market in St. Petersburg, Florida, and the challenges faced in acquiring properties in a competitive environment. Marv also delves into his new venture in tiny home development aimed at the digital nomad community, highlighting the unique features of the project and the positive reception from local authorities.   Professional Real Estate Investors - How we can help you: Investor Fuel Mastermind:  Learn more about the Investor Fuel Mastermind, including 100% deal financing, massive discounts from vendors and sponsors you're already using, our world class community of over 150 members, and SO much more here: http://www.investorfuel.com/apply   Investor Machine Marketing Partnership:  Are you looking for consistent, high quality lead generation? Investor Machine is America's #1 lead generation service professional investors. Investor Machine provides true 'white glove' support to help you build the perfect marketing plan, then we'll execute it for you…talking and working together on an ongoing basis to help you hit YOUR goals! Learn more here: http://www.investormachine.com   Coaching with Mike Hambright:  Interested in 1 on 1 coaching with Mike Hambright? Mike coaches entrepreneurs looking to level up, build coaching or service based businesses (Mike runs multiple 7 and 8 figure a year businesses), building a coaching program and more. Learn more here: https://investorfuel.com/coachingwithmike   Attend a Vacation/Mastermind Retreat with Mike Hambright: Interested in joining a "mini-mastermind" with Mike and his private clients on an upcoming "Retreat", either at locations like Cabo San Lucas, Napa, Park City ski trip, Yellowstone, or even at Mike's East Texas "Big H Ranch"? Learn more here: http://www.investorfuel.com/retreat   Property Insurance: Join the largest and most investor friendly property insurance provider in 2 minutes. Free to join, and insure all your flips and rentals within minutes! There is NO easier insurance provider on the planet (turn insurance on or off in 1 minute without talking to anyone!), and there's no 15-30% agent mark up through this platform!  Register here: https://myinvestorinsurance.com/   New Real Estate Investors - How we can work together: Investor Fuel Club (Coaching and Deal Partner Community): Looking to kickstart your real estate investing career? Join our one of a kind Coaching Community, Investor Fuel Club, where you'll get trained by some of the best real estate investors in America, and partner with them on deals! You don't need $ for deals…we'll partner with you and hold your hand along the way! Learn More here: http://www.investorfuel.com/club   —--------------------

In this episode, we explore the evolving meaning of home, relationships, and personal alignment. Shayna shares the raw realities of traveling and living abroad with a young child, navigating postpartum challenges, redefining home after a lifetime of not feeling rooted, and learning what truly supports her family's energy. Together, we reflect on how relationships, family dynamics, and different environments shape our sense of safety, belonging, and embodiment—especially during times of global uncertainty and personal transformation. This episode is an honest reminder that clarity often comes through lived experience, trial and error, and honoring your inner authority.   Also—there's still time to sign up for our Palm Springs Retreat taking place February 4–8! We are so excited to see everyone's names rolling in and can't wait to gather this incredible group for an in-person advanced training retreat. Tickets close January 14th at midnight PST—click the link below to secure your spot!   Key Takeaways: Why home isn't just a place—it's an energetic experience, and how true alignment comes from feeling safe, supported, and embodied within your physical space, your body, and your relationships. How relationships evolve as individuals evolve, and why relationship dynamics must adapt and find support in order to grow alongside personal transformation. How having children creates an entirely new energetic structure (a Penta), transforming how each person experiences themselves and one another within the family unit. Why trial and error is essential—especially if you have a 3/5 profile, and why some lessons can only be learned through lived experience, experimentation, and perspective shifts. Why the digital nomad dream isn't one-size-fits-all, and the key factors to consider before relocating abroad. Why conscious, in-person connection is medicine, especially during times of collective upheaval and isolation, and how prioritizing embodied connection through community, retreats, and shared space supports healing and resilience. DayLuna: Palm Springs Advanced Human Design Training Retreat Tickets close January 14th at midnight PST! 64 Gates & Gene Keys Mastery Course FREE Transits & The Harmonic Gate Mini-Course FREE Human Design Readings 101 Masterclass Book a Reading With Us Here! EXPLORE LUNYA Use code: DAYLUNA for 15% off Human Design Chart Software: BodygraphChart.com Use code: DAYLUNA for 50% off your first 12 months!   Get our book: Your Human Design! Online Human Design Reader Training Digital Products & Video Courses daylunalife.com Instagram: @‌d.a.y.l.u.n.a

In this episode, James sits down with a successful investor who built a location independent career and now lives abroad while working remotely. They break down how geographical arbitrage makes it possible to dramatically lower your cost of living, upgrade your lifestyle, and accelerate your wealth building at the same time.From affordable luxury housing and world class food to international travel and flexible work schedules, this conversation shows how smart financial planning and remote income can unlock a completely different way of life. Living abroad is not just about adventure, it can be a powerful wealth strategy when done right.If you have ever thought about leaving the 9 to 5, working remotely, or moving overseas to live better for less, this is a must watch.

What if your systems feel broken because you're running big-company playbooks in a small, bootstrapped business? Layla Pomper, founder of ProcessDriven, joins us to share how small teams actually build systems that work. We cover what to prioritize before even thinking about SOPs, how to systemize without hiring an integrator, plus the AI & automation tools her audience is quietly using to move faster. LINKS Dive into more of Layla's systems content (https://www.youtube.com/@LaylaPomper) EOS Business System (https://www.eosworldwide.com/) Meet other location-independent founders like Layla inside Dynamite Circle (https://dynamitecircle.com/) Hang out exclusively with 7+ figure founders in DC BLACK (https://dynamitecircle.com/dc-black) CHAPTERS (00:01:44) Today's Guest: Layla Pomper (00:06:18) Manage Your Mistakes (00:13:47) Radical Simplicity in Your Systems (00:17:53) People vs Roles (00:22:26) Defaulting to Delegation (00:26:59) Asking For Help & Meeting Cadences (00:31:40) Why EOS Breaks Down For Small Teams (00:39:31) Stop “Hiring” Software, Build the System First (00:42:58) New Tools Worth Paying Attention To (00:47:24) To YouTube, Or Not to YouTube? CONNECT: Dan@tropicalmba.com Ian@tropicalmba.com Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella. PLAYLIST: [link to Doomsday Business Ideas episode] Numbers Gone Wild: The Hidden Cost of Being Data-Driven (https://tropicalmba.com/episodes/numbers-gone-wild-hidden-cost) Financial Traps, Profit Truths, and What's Next at TMBA (https://tropicalmba.com/episodes/financial-traps-profit-truths)

Bianca RappaportCreatorWanderwell Clubhttps://adventuretravelmarketing.com/guest/bianca-rappaport/Guest BioBianca Rappaport is the founder of Wanderwell Club and a full-time nomad who has spent nearly a decade house and pet sitting across more than 20 countries on five continents. Since 2016, she has crafted a lifestyle that fuses financial freedom with meaningful travel—saving over $300,000 in rent, leveraging travel hacks for low-cost flights, and building a multi-six-figure investment portfolio. Remarkably, she reached Coast FI by age 34 without ever earning a six-figure salary.Her approach combines intentional, slow travel with smart financial strategies, values-based spending, and a commitment to community. Whether she's volunteering with locals or supporting small businesses, Bianca believes in giving back to the places she visits.Through Wanderwell Club, Bianca empowers digital nomads and remote workers to build a sustainable lifestyle that balances exploration, financial independence, and positive social impact.Show SummaryIn this episode of the Big World Made Small Adventure Travel Podcast, host Jason Elkins speaks with Bianca Rappaport, founder of the Wanderwell Club and long-time global nomad. Bianca shares how her multicultural background and early desire to see the world led her to a lifestyle rooted in slow, intentional travel and personal freedom.The conversation explores how Bianca built a financially sustainable life on the road through house sitting, frugal living, and long-term investing. She emphasizes the importance of community, mindfulness, and reciprocity in travel—encouraging listeners to slow down, build local connections, and make a positive impact along the way. Her journey is a compelling example of how travel and financial wellness can go hand in hand.Key Takeaways✓ Sustainable travel and financial freedom can go hand in hand with the right strategy.✓ Bianca embraces the term “digital slow mad” to describe her intentional travel style.✓ Slowing down allows for deeper relationships and a stronger sense of place.✓ A powerful passport is a privilege that opens doors to global mobility.✓ Even challenging moments—like crashing on a friend's couch—can lead to transformation.✓ House sitting offers a cost-effective, immersive way to travel long-term.✓ Financial literacy is key to sustaining a nomadic lifestyle and planning for retirement.✓ Wanderwell Club provides a supportive space for community, growth, and guidance.✓ Mindful travel creates ripple effects that benefit local communities.✓ Saying yes to new opportunities often leads to unexpected, life-changing adventures. Learn more about Big World Made Small Adventure Travel Marketing and join our private community to get episode updates, special access to our guests, and exclusive adventure travel offers on our website.

Eric Dingler and his family of 6 travel the world full-time for just $8,000 per month. He runs multiple businesses, “worldschools” his kids, and chooses to live life a bit differently. In this episode, we cover: How to travel with a large family Eric’s digital nomad toolkit Wordschooling and alternative education Business marketing 101 A full budget breakdown for each spending category How he left his job for entrepreneurship And so much more. If you found the episode valuable, please share it with a friend! Links from The Episode Eric’s Resources (https://ericdingler.com/FIS) InTransit Studios (https://intransitstudios.com/) Eric’s LinkedIn (https://www.linkedin.com/in/ericdingler/) Eric’s Podcast (https://familyofdashes.com/podcast/) YouTube Interview https://youtu.be/7VXxuCuFijE Join the Community We'd love to hear your comments and questions about this week's episode. Here are some of the best ways to stay in touch and get involved in The FI Show community! Grab the Ultimate FI Spreadsheet Join our Facebook Group Leave us a voicemail Send an email to contact [at] TheFIshow [dot] com If you like what you hear, please subscribe and leave a rating/review! >> You can do that by clicking here 

The notion of having even one rental to self-manage can turn folks off completely.  But what if you have a portfolio of rentals you self-manage without your physical presence?  Then what?  In today's show, Digital Nomad Ryan Mellon and I discuss his travel hacks and his systems to manage his rental portfolio 13 time zones away for half the year, and all without a property manager.  We talk about not "paying" for flights, the magic of lock boxes and standardizing your rental unit renovations.  Learn with me from the ULTIMATE Remote Landlord!

Apple launched the iPod in the wake of the dot-com bubble. Airbnb launched during the 2008 recession and housing crisis. In fact, half of all the Fortune 500 companies were created during a recession or economic crisis. With the rise of AI, sociopolitical unrest, and the post-COVID landscape, what new ideas and businesses will emerge in 2026? LINKS The Age of Disclosure (https://www.amazon.com/Age-Disclosure-Dan-Farah/dp/B0FMF29BBJ) Daniel Salzner: Goldman-Sachs to $40K MRR AI Agency (https://www.linkedin.com/posts/danielsalzner_i-quit-my-job-10-weeks-ago-today-i-bootstrapped-activity-7402723101932670976-rcGS/) Never Enough: From Barista to Billionaire by Andrew Wilkinson (https://www.amazon.com/Never-Enough-Billionaire-Andrew-Wilkinson/dp/1637744765) Meet location-independent founders inside Dynamite Circle (https://dynamitecircle.com/) Hang out exclusively with 7+ figure founders in DC BLACK (https://dynamitecircle.com/dc-black) CHAPTERS (00:00:13) Change = Opportunity (00:05:36) Idea #1: Solutions to AI Worry (00:07:59) Idea #2: Address Digital Degeneracy (00:12:42) Idea #3: Homesteading and Doomsday Prep (00:20:34) Idea #4: Religious Revival (00:23:58) Idea #5: Lifespan Optimization CONNECT: Dan@tropicalmba.com Ian@tropicalmba.com Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella. PLAYLIST: Your 2026 Business Plan in 36 Minutes (https://tropicalmba.com/episodes/2026-business-plan) [FREE Resource] TMBA 539: Weathering the Storm (https://tropicalmba.com/episodes/entrepreneurs-survive-economic-downturn) TMBA 546: Adjusting to the 'New Normal' (https://tropicalmba.com/episodes/jim-huffman-new-normal)

Grab your tissues and your matcha - we're doing a full 2025 emotional autopsy.Today I'm taking you through my personal year in review: space-cowgirl birthday parties, devastating loss, AI-induced mental glitches, and finally learning how to stop abandoning myself in relationships. This was one of the most plot twist-filled years I've ever had - like WTF happened?!Themes from the episode:The Cape Town summer that was pure lightning in a bottle - and why watching my entire friend group simultaneously couple up while I navigated complex relational issues sent me into an existential spiral about missing invisible boats.Setting the container and having THE scary conversation - how I stopped swallowing feelings to avoid looking "too sensitive," ugly-cried through total honesty, and learned that vulnerability won't actually kill you (even when your nervous system disagrees).When my friends passed in a rafting accident and grief rewired everything - and how loss demolishes your understanding of what actually matters.The AI creativity binge that nearly broke my brain - what happens when you're alone with no friends, no language skills, and only ChatGPT validating your 47th brand iteration until everything you're obsessed with feels boring and nothing matters anymore (scary AF)Maturity as staying put instead of booking another escape flight - why I'm extending in Lima, joining local studios, and forcing myself to deal with shit instead of using travel as emotional avoidance (growth! so sexy!).My 2025 was an invitation to stop performing identities that don't fit me anymore, start saying what I mean, befriending my demons, and contemplating my 200 year plan. Let's spiral together :)Connect with Chelsea:

What if 90 days from now, your business was sharper, more focused, and positioned for real growth? This simple but powerful 10-question framework is designed to help you identify your biggest challenge, clarify your team's focus, and uncover new opportunities to stand out in your market. LINKS 90 Day Business Clarity Worksheet (https://docs.google.com/document/d/1a_rGQy83JhYfmcbWhGWZredl43Ds-EAd-1gh1ulAYlg/edit?tab=t.0) Meet location-independent founders inside Dynamite Circle (https://dynamitecircle.com/) Hang out exclusively with 7+ figure founders in DC BLACK (https://dynamitecircle.com/dc-black) CHAPTERS (00:03:29) Biggest challenge and next steps (00:06:33) Focus (00:08:24) Understand your customer (00:12:45) Positioning (00:15:55) Innovation and unique advantages (00:21:15) Network (00:22:57) Business model (00:25:06) Team (00:26:38) Cadence & leadership (00:28:34) Bonus CONNECT: Dan@tropicalmba.com Ian@tropicalmba.com Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella. PLAYLIST: Your 2026 Business Plan in 36 Minutes (https://tropicalmba.com/episodes/2026-business-plan) [FREE Resource] Don't Write Another Landing Page Without This Framework (https://tropicalmba.com/episodes/2026-email-funnels-playbook) [2026 Email Funnels Playbook] These 7+ Figure Founders Refused the “Normal” Path to Wealth (https://tropicalmba.com/episodes/7-figure-founders-refused-normal-path)

Everyone thinks digital nomads are sipping coconuts on the beach all day… so let's actually talk about what they do. In this episode, we break down a real, honest day-in-the-life of a digital nomad, from morning routines to work hours, productivity myths, and what the lifestyle actually looks like when Instagram isn't watching.We talk about:

We're back from a week of hanging out with rockstars in NYC. Not just figurative rockstars in the form of 25 DC BLACK members and Scott Heiferman of Meetup.com, but also literal rockstar Keith Murray of We Are Scientists. From “friendly” acquisitions to hiring frameworks and thoughts on leadership, this is what's top of mind for 7 and 8-figure location independent founders going into 2026. LINKS Meet location-independent founders inside Dynamite Circle (https://dynamitecircle.com/) Hang out exclusively with 7+ figure founders in DC BLACK (https://dynamitecircle.com/dc-black) Leader's Intent Framework (https://verticalperformance.us/develop-a-leaders-intent-to-transform-your-team/) Buy Back Your Time by Dan Martell (https://www.buybackyourtime.com/) TMBA 528: The Brenwall Code (https://tropicalmba.com/episodes/markbrenwall2) CHAPTERS (00:05:22) 7-Figures and Location Flexibility (00:09:25) The Rise of “Friendly” Business Acquisitions (00:14:12) What the Hell is Leadership? (00:18:45) Buying Back Your Time with AI & Hiring (00:22:40) Insights from Meetup.com's Scott Heiferman (00:28:10) Annual Planning: Working Backwards From the Goal (00:31:25) The Crossover Between Artist and Entrepreneur (00:39:46) Overcoming Challenges Through Innovation (00:42:47) Rebranding “Asking for Help” CONNECT: Dan@tropicalmba.com Ian@tropicalmba.com Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella. PLAYLIST: Don't Write Another Landing Page Without This Framework (https://tropicalmba.com/episodes/2026-email-funnels-playbook) [2026 Email Funnels Playbook] 6-Figure Sales Expert Calls You Out (https://tropicalmba.com/episodes/dont-keep-doing-this-2026) [Don't Keep Doing This in 2026] Your 2026 Business Plan in 36 Minutes (https://tropicalmba.com/episodes/2026-business-plan) [FREE Resource]

Learn about parenting with political awareness & building diaspora connections and political solidarity across borders. _____________________________ Subscribe to The Maverick Show's Monday Minute Newsletter where I email you 3 short items of value to start each week that you can consume in 60 seconds (all personal recommendations like the latest travel gear I'm using, my favorite destinations, discounts for special events, etc.). Follow The Maverick Show on Instagram ____________________________________ In Part 2 of Matt's conversation with Courtney Orgias—recorded in Rio, where her family is currently based—they dive deeper into the political, ethical, and emotional dimensions of digital nomad motherhood. Courtney explains how she talks to her young children about power, oppression, genocide, and policing in age-appropriate but honest ways, and why cultivating empathy is central to her parenting philosophy. She reflects on experiencing anti-Blackness around the world, connecting with the African diaspora, and why understanding local struggles is essential for ethical travel. Courtney also shares her evolving sense of identity, how travel has transformed her marriage and personal growth, and the origins of The Village Abroad, her new community-building initiative for digital nomad families that is launching its first retreat in Grenada. They close with reflections on home, belonging, raising kids globally, and the radical possibilities that travel opens for Black families. FULL SHOW NOTES WITH DIRECT LINKS TO EVERYTHING DISCUSSED ARE AVAILABLE HERE. ____________________________________ See my Top 10 Apps For Digital Nomads See my Top 10 Books For Digital Nomads See my 7 Keys For Building A Remote Business (Even in a space that's not traditionally virtual) Watch my Video Training on Stylish Minimalist Packing so you can join #TeamCarryOn  See the Travel Gear I Use and Recommend See How I Produce The Maverick Show Podcast (The equipment, services & vendors I use) ____________________________________ ENJOYING THE SHOW? Please Leave a Rating and Review. It really helps the show and I read each one personally.  You Can Buy Me a Coffee. Espressos help me produce significantly better podcast episodes! :)

With so many ways to make money online, many founders and creators have lost sight of the most powerful one: email marketing. John Ainsworth, founder of Data Driven Marketing, says you're leaving tons of money on the table if you're not doing it well. John is back on the pod to share his best tips and tactics on landing pages, upsells, lead magnets, and more. You might want to take some notes for this one! LINKS Rolodex Marketing Resource (https://docs.google.com/document/d/1jRV_ncgCWAMRB7tZZtnO7x0Tn5sE46-tYkwN6paVG3A/edit?tab=t.0) Free Email Marketing Resources (https://datadrivenmarketing.co/resources/) John's Podcast: The Art of Selling Online Courses (https://www.youtube.com/@john_ainsworth/videos) Meet John and other location-independent founders inside Dynamite Circle (https://dynamitecircle.com/) Hang out exclusively with 7+ figure founders (https://dynamitecircle.com/dc-black) Get 2 months of Perspective AI FREE with promo code TMBA (https://getperspective.ai/tmba) Share your thoughts about the podcast (https://getperspective.ai/interview/tmba-feedback) [takes 2 minutes] 22 FREE business resources for location-independent entrepreneurs (https://tropicalmba.com/resources) CHAPTERS (00:02:11) Email Marketing: A Must-Have Money Maker (00:11:50) 15 Steps to a High-Converting Landing Page (00:19:18) Do Webinars Still Work in 2026? (00:24:09) What Makes a Great Lead Magnet (00:29:09) The Power of Order Bumps and Upsells (00:36:58) How to Use AI to Improve Your Funnels (00:40:45) How to Make Extra Money with Trip Wires (00:44:37) Rapid-Fire Email Tips for 2026 (00:50:49) How John is Running His 7-Figure Agency CONNECT: Dan@tropicalmba.com Ian@tropicalmba.com Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella. PLAYLIST: Marketing to High-Dollar Clients (https://tropicalmba.com/episodes/marketing-to-high-dollar-clients) 6-Figure Sales Expert Calls You Out (Don't Keep Doing This in 2026) (https://tropicalmba.com/episodes/dont-keep-doing-this-2026) 8 Simple Steps for Improving Your Sales Funnel (https://tropicalmba.com/episodes/john-ainsworth-sales-funnel)

Sticking rigidly to your sales scripts, hiring and firing sales reps, and positioning yourself as a freelancer instead of the expert: these mistakes will cost you in 2026 if you don't address them now. 6-figure fractional sales manager, Jeff Pecaro, joins us once again to reveal his best sales insights and call us out on the mistakes we need to leave behind in 2025. Plus, we get into how he and other 6-7 figure businesses inside Dynamite Circle are scaling with just one human and multiple bots. LINKS How to work with Jeff (https://meetwingman.com/) Jeff's favorite microphone for sales calls (https://www.amazon.com/Shure-MV7X-Podcast-Microphone-Voice-Isolating/dp/B09BZZCGC8/) Get 2 months of Perspective AI FREE with promo code TMBA (https://getperspective.ai/tmba) Share your thoughts about the podcast (https://getperspective.ai/interview/tmba-feedback) [takes 2 minutes] Connect with 6-, 7- & 8-figure founders in Dynamite Circle (https://dynamitecircle.com/dcbkk) Hang out exclusively with 7+ figure founders (https://dynamitecircle.com/dc-black) 22 FREE business resources for location-independent entrepreneurs (https://tropicalmba.com/resources) CHAPTERS (00:00:13) Today's Guest: Jeff Pecaro (00:01:44) The Biggest Challenge Holding Back Your Sales (00:05:00) Start Positioning Yourself as the Expert (00:14:31) Conversion Rate Benchmarks to Aim For (00:18:59) How to Go From “Good Call” to $ in the Bank (00:26:33) Sales Best Practices in 2026 (00:32:24) 2026 Bootstrapper Trends and Predictions CONNECT: Dan@tropicalmba.com Ian@tropicalmba.com Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella. PLAYLIST: Your 2026 Business Plan in 36 Minutes (https://tropicalmba.com/episodes/2026-business-plan) [FREE Resource] $400K in Points & 100% Vibe Coded Shopify Forecasting App with “SpyGuy” Allen Walton (https://tropicalmba.com/episodes/400k-in-points-vibe-coded-app) The Lifestyle Business Playbook (2025 Edition) (https://tropicalmba.com/episodes/lifestyle-business-playbook-2025)