Blake Boles: writer, traveler, dancer, teen wrangler - Video

Blake Boles is a 42-year-old writer, cycle tourist, trail runner, partner dancer, and California-born temporary European expat who leads international trips for self-directed teenagers and young adults. (blakeboles.com (https://www.blakeboles.com/) )


In this special episode, former guest Jenny Abegg (http://dirtbagrich.com/jenny) interviews Blake about what he's doing with his life, the Dirtbag Rich project, his early influences, and how he thinks about freedom, purpose, security, and more. Topics include:

• Freedom as “not being available for servitude”
• His view of long-term security and alternative retirement plan
• What the hard moments look like in a life on the road
• His undying love for the Deutschland Ticket (an unlimited travel pass covering all forms of public transport in Germany)
• How much stuff he actually owns (and the rules he sets for himself around possessions)
• Finding stability through extensive planning (and Google Calendar), and security through extensive friendships (his friend buckets include: dance, outdoors, college, and two summer camp communities)
• Why getting older is mostly awesome
• Who Dirtbag Rich is actually written for (and why it’s not 40/50/60-year-olds)
• His allergy to most "lifestyle" books (see: The 4-Hour Workweek) and how he's trying to do better
• The mysterious overlaps between unschooling, tiny houses, partner dance, love of wilderness, and the pursuit of dirtbag riches
• His biggest early influences: the Berkeley Student Cooperatives, Deer Crossing Camp, and Not Back to School Camp—yin and yang
• The magic of working your ass off, surrounded by people you deeply respect, in a beautiful natural environment
• How pointless school experiences led him to a deeper search for purpose, which he found in off-trail backpacking, reading alternative education theory, and independent foreign travel
• The flywheel of total aliveness, curiosity, enthusiasm, and positivity—and how keeping the flywheel going became his purpose
• What idolizing a dirtbag hiker (and failing to hike the Pacific Crest Trail) taught him at age 22
• His money situation
• How his life is currently not working

And finally, if you stick around to the very end: Jenny & Blake’s illicit scheme to create a "dark night of the dirtbag soul" OnlyFans.


Full transcript: dirtbagrich.com/blake (https://dirtbagrich.com/blake)