The Dirt Path

Eric Hodgdon is a 2x TEDx speaker, Amazon bestselling author, coach, and the founder of "The Grit Guy" who spent 25 years climbing the corporate ladder in IT before completely restructuring his life. CONTENT WARNING & DISCLAIMER: This episode contains deep discussions surrounding suicide and severe trauma. We believe these raw conversations are vital to share, but please listen with...

After living the digital nomad life for 5 years, and helping people live the life without leaving their careers, these are the 5 most common mistakes most people make when trying to achieve their ideal lifestyle and keep their job. In this episode, we do a deep dive and how-to on a specific dirt path: becoming a digital nomad as a corporate employee. Expect to hear: • Ditching the Binary Mindset:...

Mandy Reynolds is a commercial real estate agent, developer, and the co-founder of Union + Co. coworking space in Bath, Maine. She shared her dirt path journey rescuing a historic, 24,000-square-foot "white elephant" building, creating a community cornerstone in a small town, and the mental stamina it takes to continue amidst massive uncertainty. Expect to hear: - Unconventional Path: Ho...

After 5 years living the digital nomad life around the world, we decided to make a major life change: we are settling down in a small town in Maine. In this month's dirt path wanderer's episode, we are sharing why we are stopping full-time travel, why we chose Bath, Maine, and reflections from our recent trip to South Korea. Expect to hear: • The South Korea Safe Flex: why Koreans leave th...

I just celebrated my 5-year digital nomad anniversary (nomadiversary). Here are my 8 life lessons after living in 5 continents, 24 countries, and making 57 unique moves. For most of my time traveling the world, I was an electrical engineer working remotely in a traditional industry. I later transitioned to HR and recently stepped onto the dirt path as an online entrepreneur. Expect to hear: • The...

Den Kravchu is a digital nomad from Belarus, a 3X founder, and a software developer who has generated $1M+ for his clients. We sat down in our shared villa in Bali to break down the reality of moving abroad with zero dollars, escaping enlistment, and the behind the scenes of building a tech business in today's fast-changing landscape. Expect to hear: - The High-Stakes Exit: Why Den decided to...

Ann-Marie Plumb is a digital nomad of nearly three years who started her life over in her mid 30s and launched a blog to inspire women to stop following the rules. After 18 years climbing the corporate hotel ladder in London, she walked away from her relationship and her career simultaneously to build a freelance copywriting business and travel the world on her own terms. Expect to hear: • How to...

In this episode of the Dirt Path podcast, Grayson and Paige analyze their recent five months living as digital nomads in Southeast Asia. We evaluate the day to day realities of working remotely from three major hubs: Chiang Mai, Koh Phangan, and Bali. We systematically break down the core variables of this lifestyle. This includes managing time zone overlaps with US based clients, tracking the rea...

Ivan is a conversion rate optimization and data analytics expert, currently ranking as the #1 freelancer in the analytics section on Upwork, and an avid world traveler who has explored 80+ countries. After scaling and selling a massive 60-person agency, Ivan has spent the last several years living as a digital nomad, intentionally downscaling his business to find true freedom. In this episode, we...

Stephanie is a COO who has mastered the art of balancing a demanding remote career with traveling the globe. For the past few years, she has been perfecting what we call the digital snowbird lifestyle by spending half the year in Montreal and the other half escaping the winter to explore the world as a digital nomad. In this episode, we talk about how Stephanie transitioned from a traditional offi...

Meet Remi, a former Web3 tech recruiter and luxury car salesman who packed up his life to become a digital nomad and high performance coach in Bali. He is on the podcast today to talk about stepping away from the corporate grind and building a successful business from halfway across the world. We dive into Remi's wild journey from experiencing intense burnout as a competitive athlete and dropp...

Trading a traditional routine for the digital nomad lifestyle comes with a serious learning curve. Grayson and Paige just spent the last five months testing out three massive remote work hubs in Southeast Asia and they are ready to share exactly what they learned. In this episode, they broadcast from their villa in Uluwatu to reveal the unglamorous side of managing US client calls at midnight and...

Alex Thomas is a 7-figure founder and digital nomad of 6 years who sold his business for freedom. After his million-dollar exit, he turned to Vipassana and the spiritual path to find fulfillment and deeper meaning. Expect to hear: • Alex's journey to realizing a million-dollar Shopify store exit • How Alex overcame social anxiety by building his courage muscle • How being a digital nomad for 6 yea...

Sophie Biggerstaff is a business coach and the host of "The Freedom Method Podcast" (Previously known as “The Remote CEO Life”) who helps entrepreneurs build Freedom-First Businesses. She’s also been a digital nomad for five years and was voted 2025 Mental Health CEO of the Year. Sophie was a high-level Buyer for iconic luxury fashion brands like Burberry, Kate Spade, and Ralph Lauren, n...

Thibault Walter is a French Google Ads expert who has spent 6 years in entrepreneurship, managing over €4 million in ad spend for more than 50 clients. He also recently embarked on his first stint abroad as a digital nomad. Thibault shares his dirt path journey from working in an ad agency to scaling e-commerce brands to millions in revenue as a freelancer. He later goes into his battle with deper...

Grayson Harris and Paige Goldstein are veteran digital nomads who have been navigating that Dirt Path for five years. While they are experienced travelers, they are currently in early stages of building their own businesses: Grayson is the founder of Engineered Flexibility, helping engineers gain more freedom at work, and Paige is the founder of The Ripple Effect, LinkedIn personal branding for co...

Sola (Rin) is a feminine embodiment coach who helps busyJapanese women reconnect with their beauty. Her teachings guide women fromcorporate burnout to reclaim their beauty, get pregnant, and feel like sex issacred.   Sola was once an in-house consultant in Tokyo, living in aworld of gray uniforms where she eventually forgot the sky even existed. Through multiple transformative experiences abroad,...

The French Crypto Bro building a media empire. Raphael Pautard isn't running away from the stereotypes but showing it in a new light while being fueled from his desire for freedom. Raphael breaks down the staggering reality behind the label, including a year with 52 flights and 14-hour workdays while challenging the stereotypes that often prevent Web3 founders from being taken seriously. We di...

Alvaro is THE example of a serial entrepreneur, but his path to get there is anything but ordinary. At 25, Alvaro was living the "Highway" dream: CEO of a 400 employee high-growth SaaS company in Mexico. But after years of high-stress "tunnel vision" impacting his health and relationships, he walked away from it all. In this episode, we follow Alvaro’s 180-degree pivot into a b...

"Going into entrepreneurship feels like a trust fall with your future self." Today our host, Grayson Harris, starts his trust fall by launching his first business: Engineered Flexibility - helping engineers go nomad without sacrificing their careers. Ready to engineer your way onto the dirt path? You want to nomad but don't want to sacrifice your career? Apply for a free 9-5 Nomad St...

After years of 'sprinting' down the dirt path, a bit of introspection led Mew to realize she was in deep burnout. She forged a new path towards her healing journey and trying to help others with the same. Mew is a 3x founder her current company, Our Space Nimman, is a wellness sanctuary in the middle of the hustle and bustle of Chiang Mai, Thailand. In this episode, we dive into Mew's...

6-figure nomad at 20 sounds like the dream, but for ex-Google specialist Daniils (Danny) Visnakovs, it was a lesson in the isolation of early success. We discuss the psychological shift from being a "newspaper kid" to a performance marketing founder. Want to engineer your own nomad transition? Connect with me on LinkedIn: www.linkedin.com/in/grayson-harris-786087148 Danny Visnakovs (foun...

How to transition from a London financial firm to a Top 50 Remote Enabler with 3 online businesses. Want to engineer your own nomad transition? Connect with me on LinkedIn. Chris Cerra didn't just stumble into the nomad life; he engineered his exit from the corporate highway. Since 2018, Chris has been practicing the ultimate transferable skill: Resilience. In this candid conversation, we bypa...

From working in London at a big 4 accounting firm, to quitting it all and building a life of freedom. Marchela Georgieva spent 7 years at a Big 4 in London working with high-net-worth private clients with her company paying £60k for training and certificates. She left the corporate world and has now spent 5 years as a digital nomad and has built multiple businesses including her current: Wealthy N...

From working on an oil rig to living around the world as a digital nomad for 17 years. Consistent adaptation and creating 4 businesses all bent on building a life of freedom. Today's trailblazer is Nick Wharton. Nick and his partner Dariece left their unaligned jobs in Canada back in 2008 to go on a gap year. That gap year turned into a life of travel. They started Goats on the Road, which bec...