EPISODE · Mar 25, 2026 · 1H
LinkedIn Insomnia, Quitting Instagram, & Month 1 on the Dirt Path | 15 - Wanderers
from The Dirt Path · host Grayson Harris
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 conscious leaders.Each month, Grayson and Paige share updates and learnings from their journeys on the dirt path with nomading and entrepreneurship. In this monthly update from Koh Phangan, Thailand, Grayson and Paige share what life has looked like recently. They discuss the decision to delete Instagram and TikTok, the psychological toll of "LinkedIn Insomnia," and the raw emotions of Grayson’s first 30 days as a full-time founder.Expect to learn: • The Magic of Being: Why slowing down and doing less is actually the key to business creativity. • Social Media Sovereignty: How deleting dopamine-heavy apps like Instagram can save your mental energy and focus your brand. • LinkedIn Insomnia: Why Grayson is dreaming in posts and how to handle the racing brain of a new founder. • The Pajama Status Symbol: What wearing Pajamas means in Thailand. • First Month Reality Check: Grayson checks in one month after launching his businessTimestamps(00:00) Pod Preview(00:58) Welcome to Wanderers(02:15) Koh Phangan Reflections: Barefoot in 7-Eleven (08:18) From Nomad FOMO to Routine: Living the Simple Life (11:32) Roses, Thorns, & Stems(24:46) Time Zones & Boundaries (30:04) Go All In on One Platform: Escaping the "Everywhere" Trap (35:14) Nomads Without Instagram(40:56) How to Pick Your Platform: Audience Search vs. Creative Flow (47:35) One Month Business Reality(54:47) Next Stop: Uluwatu, BaliRelated Links:Paige's Interview Episode: 2 - The power of your personal brand on LinkedIn: Paige GoldsteinPaige's LinkedIn: https://www.linkedin.com/in/paigegoldstein/Grayson's Story (From Engineer to Nomad): 4 - Digital nomad as an Engineer, Crafting your own New Role, Betting on Yourself: Grayson HarrisGrayson's LinkedIn: www.linkedin.com/in/grayson-harris-786087148/Follow Paige's newsletter for weekly LinkedIn tips:https://theinnerripple.beehiiv.com/Support the podcast:- Follow us on Instagram: @thedirtpathpodcast- Email your questions: [email protected]
What this episode covers
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 conscious leaders.Each month, Grayson and Paige share updates and learnings from their journeys on the dirt path with nomading and entrepreneurship. In this monthly update from Koh Phangan, Thailand, Grayson and Paige share what life has looked like recently. They discuss the decision to delete Instagram and TikTok, the psychological toll of "LinkedIn Insomnia," and the raw emotions of Grayson’s first 30 days as a full-time founder.Expect to learn: • The Magic of Being: Why slowing down and doing less is actually the key to business creativity. • Social Media Sovereignty: How deleting dopamine-heavy apps like Instagram can save your mental energy and focus your brand. • LinkedIn Insomnia: Why Grayson is dreaming in posts and how to handle the racing brain of a new founder. • The Pajama Status Symbol: What wearing Pajamas means in Thailand. • First Month Reality Check: Grayson checks in one month after launching his businessTimestamps(00:00) Pod Preview(00:58) Welcome to Wanderers(02:15) Koh Phangan Reflections: Barefoot in 7-Eleven (08:18) From Nomad FOMO to Routine: Living the Simple Life (11:32) Roses, Thorns, & Stems(24:46) Time Zones & Boundaries (30:04) Go All In on One Platform: Escaping the "Everywhere" Trap (35:14) Nomads Without Instagram(40:56) How to Pick Your Platform: Audience Search vs. Creative Flow (47:35) One Month Business Reality(54:47) Next Stop: Uluwatu, BaliRelated Links:Paige's Interview Episode: 2 - The power of your personal brand on LinkedIn: Paige GoldsteinPaige's LinkedIn: https://www.linkedin.com/in/paigegoldstein/Grayson's Story (From Engineer to Nomad): 4 - Digital nomad as an Engineer, Crafting your own New Role, Betting on Yourself: Grayson HarrisGrayson's LinkedIn: www.linkedin.com/in/grayson-harris-786087148/Follow Paige's newsletter for weekly LinkedIn tips:https://theinnerripple.beehiiv.com/Support the podcast:- Follow us on Instagram: @thedirtpathpodcast- Email your questions: [email protected]
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LinkedIn Insomnia, Quitting Instagram, & Month 1 on the Dirt Path | 15 - Wanderers
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