HeyJaredDirtbag Rich
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…
- Indexed episodes, last 90 days
- 4
- Latest publication
- Sep 13, 2026
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- Checking…
- Earliest in this view
- Jul 5, 2026
Latest episodes
Daniel Greenberg: nomadic community builder (opens the original)
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Daniel Greenberg is a 62-year-old community builder, serial social entrepreneur, and long-time nomad who has spent more than half his life in intentional communities and lives on less than $24,000 a year. (daniel@ic.org) Daniel traces his unconventional path from graduate research on children growing up in communes to traveling around the country in a Westphalia camper van, living in communities around the world, and starting organizations that introduce people to alternative ways of living. He
Tim Voors: long-distance hiker, writer, advertiser (opens the original)
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Tim Voors is a 53-year-old Dutch writer, artist, former advertising executive, father of three, and long-distance hiker who discovered a sense of belonging among a worldwide community of “happy misfits.” ( timvoors.nl / @timvoors ) After 20 years of working with brands like Heineken, Booking.com, and Budweiser, Tim began thru-hiking in his forties, searching for the fear, humility, and adrenaline that corporate success could no longer provide. His adventures have since taken him across the Pacif
Blake Boles: live at Maria's Bookshop in Durango, Colorado (opens the original)
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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 while your body still works? Blake shares his own path from suburban California kid to outdoor educator, unschooling travel entrepreneur, and writer—and explains how he gradually built a lifestyle where he works relatively little, spends lots of time
Diana Proemm: ski bum, adaptive sports instructor, expat (opens the original)
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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, bouncing between ski towns, remote lodges, and outdoor jobs, and building a life through curiosity, persistence, and conversations with strangers. From working in Alaska’s grizzly bear country to hitchhiking through Chile, volunteering on organic farms
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