How to Live an Unconventional Life of Adventure and Purpose by Becoming “Dirtbag Rich” with Blake Boles

How to Live an Unconventional Life of Adventure and Purpose by Becoming “Dirtbag Rich” with Blake Boles

From Zero To Travel Podcast by Jason Moore

June 16, 2026 · 1h 27m

About this episode

Blake Boles discusses the philosophy and practicalities of living a 'dirtbag rich' lifestyle focused on high freedom and low income.

What would it mean to stop measuring your life by the conventional yardstick and start building one that actually fits? Blake Boles is a writer, experiential educator, and the founder of Unschool Adventures, a travel company for self-directed teenagers, which he has run since 2008. He is the author of several books on alternative education and self-directed learning, and his newest book, Dirtbag Rich: High Freedom, Low Income, Deep Purpose, was released in March 2026. In this episode, Blake and I get into the philosophy behind "dirtbag rich" living, including what it really means to pursue a high-freedom, low-income lifestyle while still navigating the demands of modern capitalism. We also dig into the practical side of how to make a non-traditional financial model actually work, and talk about purpose, downward mobility, unschooling, outdoor adventure, and so much more. If you've ever wondered whether there's a middle path between grinding toward a distant retirement and going full dirtbag with no financial safety net, this conversation is going to give you a lot to think about. Blake shares a lot of real practical substance in this one, alongside some genuinely fresh thinking…

More episodes of Zero To Travel Podcast

Explore listener stats, chart rankings, contacts and more on the Zero To Travel Podcast podcast page.