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Dirtbag Rich

Blake Boles
Adventure
Dirtbag Rich
Education
Mental Health
Writing
Travel
Social Connection
Minimalism
Partner Dancing
Wilderness Adventures
Ryan Van Duzer
Freelance Writing
Desert
Summer Camp
United States
Te Araroa Trail
Wanderlust
Bicycle Touring
Work-Life Balance
Financial Independence

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 ... more

PublishesTwice monthlyEpisodes47Founded2 years ago
Number of ListenersCategories
EducationSociety & CultureSelf-Improvement

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Artwork for Dirtbag Rich

Latest Episodes

In this live talk, delivered at Maria’s Bookshop in Durango, Colorado on May 19th, 2026, Blake introduces the mountain-town question that has long obsessed him: How do you build a life with enough time, money, and purpose to fully enjoy the outdoors ... more

YouTube

Diana Proemm is a 54-year-old ski bum, adaptive sports professional, dual US-German citizen, and lifelong wanderer who has spent three decades saying yes to unlikely opportunities. (dianaproemm.com)

Diana describes leaving Ohio in the mid-1990s, bo... more

YouTube

Madeline Hryse is a 28-year-old traveler, climber, and cyclist who spent four years moving overland across Latin America and Asia—sometimes alone, sometimes with friends and strangers she met along the way—before cycling 14,000 kilometers from China ... more

YouTube

In this wide-ranging conversation, Ryan Jordan of BackpackingLight.com interviews Blake about Dirtbag Rich. Topics include:

* The historical meaning of “dirtbag” in climbing, thru-hiking, and outdoor culture

* How dirtbag culture has traditionall... more

YouTube

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Recent Guests

Diana Proemm
Adaptive sports instructor and ski bum with decades of world travel
Independent traveler; adaptive sports professional
Episode: Diana Proemm: ski bum, adaptive sports instructor, expat
Madeline Hryse
Traveler, cyclist, and fashion designer
Independent traveler/Designer
Episode: Madeline Hryse: traveler, climber, cyclist, fashion designer
Blake Boles
Author and Dirtbag Rich founder
Author, Dirtbag Rich
Episode: Blake Boles and Ryan Jordan discuss Dirtbag Rich
Eric Darby
Off-grid builder, helicopter pilot, grandfather
Independent craftsman, property owner in Colorado
Episode: Eric Darby: off-grid builder, helicopter pilot, grandfather
Claire Pomykala
Cyclist, guide, and creator focused on affordable bike adventures and sustainable living
Living by Bike (livingbybike.com)
Episode: Claire Pomykala: cyclist, guide, part-time influencer
Scott Stillman
Author and wilderness writer; focuses on crafting a lifestyle around outdoor exploration and writing
Author, speaker
Episode: Scott Stillman: backpacker, author
Fred Sabater Pastor
Trail running coach, Spaniard, father; interviewee discussing Europe and Dirtbag Rich
Valencia, Spain
Episode: Fred Sabater Pastor: trail running coach, Spaniard, father
Dave Whitson
Long-distance walker, history teacher, guide and author
Independent (Camino/walking educator)
Episode: Dave Whitson: long-distance walker, history teacher, writer, guide
Ryan Van Duzer
Youtuber, bikepacker, motivational speaker
Episode: Ryan Van Duzer: YouTuber, bikepacker, motivational speaker

Host

Blake Boles
Host of the show, author of Dirtbag Rich, and associated with Dirtbag Rich brand projects

Reviews

4.9 out of 5 stars from 33 ratings
  • Wonderful Conversations

    I am so enjoying listening to these conversations. My new routine lately has been to listen to them with my morning coffee, so that I can sit and ponder all the gems within. They speak to adventurers of all kinds. I deeply appreciate all that is shared from these people who are finding their own paths outside of the status quo. At first I was taken aback that the episodes launch right into the conversation with no intro, but now I really love it. Out of the first few episodes so far my favorites... more

    Apple Podcasts
    5
    ASlowFashionWorkshop
    United States2 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Fans value the authenticity and practical lifestyle guidance over polished corporate talk.
Many highlight the guests' diverse experiences and the emphasis on autonomy and meaningful work.
Listeners appreciate the blunt, no-nonsense conversations and real-world tactics for living with time wealth.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#82
Finland/Society & Culture

Talking Points

Recent interactions between the hosts and their guests.

Diana Proemm: ski bum, adaptive sports instructor, expat
Q: What does adaptive sports mean in your career, and how did you transition into that field?
Adaptive sports began as a way to blend outdoors with a medical or therapeutic angle, leading me to study recreation therapy and become a nationally certified practitioner, eventually directing programs for people with disabilities.
Diana Proemm: ski bum, adaptive sports instructor, expat
Q: How did you sustain yourself financially while you kept moving, and what role did Workaway and similar arrangements play?
Workaway and similar arrangements provided housing and meals, allowing me to bank earnings from online work; these setups were crucial for self-funding my travels and keeping the dream alive.
Diana Proemm: ski bum, adaptive sports instructor, expat
Q: How many times have you sold all of your possessions to travel, and what did you learn from those experiences?
Effectively twice, with one major move in 2015 and an earlier one in 2004; those periods taught me to value mobility and independence, and to rely on online work and savings to sustain a nomadic lifestyle.
Madeline Hryse: traveler, climber, cyclist, fashion designer
Q: Can you describe the Silk Road cycling plan and why you chose that route?
She wanted a non-touristy journey with the freedom of movement, connecting with climbers and communities along the Silk Road corridor, and testing her limits.
Madeline Hryse: traveler, climber, cyclist, fashion designer
Q: How did your early family background influence your approach to travel and risk?
Her adventurous father and mountaineering lineage instilled a mindset of pulling friends away for exploration, valuing experiences over conventional security.

Audience Metrics

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Frequently Asked Questions About Dirtbag Rich

What is Dirtbag Rich about and what kind of topics does it cover?

A thoughtfully crafted show pairing hosts with guests who chase time wealth, meaningful work, and outdoor living. Conversations typically explore balancing freedom with responsibility, affordable housing and travel, non-traditional careers, and the psychology of choosing a life aligned with passions over conventional security. Noteworthy angles include practical paths to low-cost living, the ethics of consumerism, and how to design work and housing around time-based Freedom rather than retirement. The tone tends to be candid and practical, with real-world examples from educators, guides, athletes, and artists who embody a dirtbag-rich ethos while maintaining impact and community.

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Which podcasts are similar to Dirtbag Rich?

These podcasts share a similar audience with Dirtbag Rich:

1. The Dirtbag Diaries
2. Outside Podcast
3. Wild Ideas Worth Living
4. The Rich Roll Podcast
5. Inside Out Money

How many episodes of Dirtbag Rich are there?

Dirtbag Rich launched 2 years ago and published 47 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Dirtbag Rich?

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Where can I see ratings and reviews for Dirtbag Rich?

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What guests have appeared on Dirtbag Rich?

Recent guests on Dirtbag Rich include:

1. Diana Proemm
2. Madeline Hryse
3. Blake Boles
4. Eric Darby
5. Claire Pomykala
6. Scott Stillman
7. Fred Sabater Pastor
8. Dave Whitson

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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