Dirtbag Rich
Dirtbag Rich
Podcast Description
How do you build a life of freedom, travel, nature, and meaningful work?Join author Blake Boles (blakeboles.com) as he dives deep with working adults who have managed to strike that elusive balance of time, money, and purpose—without giving up on their wildest dreams.These vulnerable and provocative conversations reveal how everyday people create lives filled with wilderness adventure, creative expression, frequent exploration, and financial stability—no trust fund required.Each guest shares their unique flavor of "dirtbag rich": a way of living that prioritizes time wealth, personal relationships, and transformative experiences over luxury, comfort, and excess security.("Dirtbag" is a badge of honor in climbing and hiking communities, describing someone so devoted to their passion that they trade conventional success for the chance to do what they love, full-time.)Visit dirtbagrich.com for full transcripts and updates on Blake's forthcoming book, Dirtbag Rich: Low Income, High Freedom, Deep Purpose.
Podcast Insights
Content Themes
The podcast focuses on various life strategies that individuals adopt to live intentionally and adventurously, with themes revolving around outdoor adventures, creative pursuits, and unconventional career paths, featuring episodes like David Six discussing long-distance hiking as a lifestyle and Adrianna Nine reflecting on her transition from corporate life to freelance writing.
How do you build a life of freedom, travel, nature, and meaningful work?
Join author Blake Boles (blakeboles.com) as he dives deep with working adults who have managed to strike that elusive balance of time, money, and purpose—without giving up on their wildest dreams.
These vulnerable and provocative conversations reveal how everyday people create lives filled with wilderness adventure, creative expression, frequent exploration, and financial stability—no trust fund required.
Each guest shares their unique flavor of “dirtbag rich”: a way of living that prioritizes time wealth, personal relationships, and transformative experiences over luxury, comfort, and excess security.
(“Dirtbag” is a badge of honor in climbing and hiking communities, describing someone so devoted to their passion that they trade conventional success for the chance to do what they love, full-time.)
Visit dirtbagrich.com for full transcripts and updates on Blake’s forthcoming book, Dirtbag Rich: Low Income, High Freedom, Deep Purpose.
Diana Grijalvais a 42-year-old outdoor educator, international guide, and almost-astrophysicist who hasn’t paid rent since 2008. (@diana.grigri)
Diana explains how she lives on seasonal wages, why she’d rather sleep in a van or hostel bunk than clock 40 hours a week, and how flexibility lets her drop everything to show up for family when it matters.
We get into her peak dirtbag years—dumpster diving, living on $7,000 a year, breaking ice off her tent in Joshua Tree—and how she’s sustained the lifestyle into her forties. Diana shares her favorite climbing hubs from Mexico to Turkey, the grind and charm of hostel life, and why she sees most jobs as “stealing people’s lives.”
She also talks about the unglamorous math behind dirtbagging: stretching cheap food and used gear, picking work that covers the basics, and saying no to anything that eats into her freedom. She lights up describing her rotation of winter haunts—Joshua Tree, Red Rocks, Moab, Potrero Chico, Greece, Spain, Sri Lanka, India, Morocco—each one a way of outsmarting the cold while deepening her love for new cultures.
Full transcript: dirtbagrich.com/diana
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