
Introducing: Dirtbag Rich
If you enjoyed Off-Trail Learning, check out my new podcast, Dirtbag Rich, where I dive deep with working adults who have managed to strike...
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Interviews with self-directed learners, innovative educators, and young people blazing their own paths through life. Hosted by Blake Boles. Visit Off-Trail Learning @ offtraillearning.com. F...

If you enjoyed Off-Trail Learning, check out my new podcast, Dirtbag Rich, where I dive deep with working adults who have managed to strike...

Guest host Zen Zenith returns to interview Blake about his obsession with adventure. What exactly makes an adventure? How is adventure conne...

Chris Balme (chrisbalme.com) is the founding head of school of The Millennium School and the author of Finding the Magic in Middle School. A...

Liam Nilsen (https://liam.media) is a designer and educator based in Åårhus, Denmark. He’s a former member of the LEGO Idea Studio, the foun...

Grace Llewellyn is the author of The Teenage Liberation Handbook, the founder of Not Back to School Camp, a one-time middle school English t...

Takeru “TK” Nagayoshi was an AP English and Research teacher for seven years. In 2020 he was named Massachusetts Teacher of the Year—yet aft...

Shortly after college, Jack Schott hit the road for two years to visit over 200 summer camps across the United States. He then co-founded a...

Nate Singer is the Managing Director of Mission Holdings, a father of two, and the guy who first got me interested in alternative education....

Michelle Bruce is a mother of 4 who (along with her husband John) has been “boatschooling” since 2013. We discuss the evolution of her eclec...

Seth Frey (enfascination.com) is a professor of Communication at UC Davis who focuses on the science of self-governance. We discuss our shar...

Manue is a representative in the South of France of Les Enfants D’Abord (lesenfantsdabord.org), a home education advocacy association which...

Nick Bergson-Shilcock is the CEO and co-founder of the Recurse Center (recurse.com), a self-directed and community-driven educational retrea...

Anna Smith and Mara Donahoe are the co-founders (with Natasha Morisawa) of the National Association of Home & Hybrid Education (homeandhybri...

While biking through the south of France, I met Lilli and Elena, two 19-year-old German women who are also on a cycling adventure. (We share...

Joel Malkoff (joelkmalkoffcircusartist.com) is a contemporary circus artist and 27-year-old grown unschooler from Indiana. We discuss Joel’s...

Alfie Kohn (alfiekohn.org) is the author of fourteen books and a well-known advocate of progressive education. Mr. Kohn discusses the purpos...

Catherine Fraise is the founder of Workspace Education (workspaceeducation.org) and 100 Roads (100roads.org). We discuss Catherine’s backgro...

Peter Bergson is the co-founder of two self-directed learning centers in the Philadelphia area: Open Connections (openconnections.org) and N...

Pat Farenga returns to talk about the second half of Harvard’s “Post-Pandemic Future of Homeschooling” conference, after which we discuss a...

In this special two-part discussion, Pat Farenga and I discuss Harvard University’s ongoing 7-week conference, the “Post-Pandemic Future of...

Debbie Reber (debbiereber.com) is the author of Differently Wired: Raising an Exceptional Child in a Conventional World and the founder of T...

Olivia Barnes (blacklifeblueworld.wixsite.com/blbwofficialwebsite) has always had a somewhat unconventional education, but after a frustrati...

Rivers and bike trips and workshops, oh my! A quick update from my somewhat-successful-sabbatical. Also: new podcast episodes coming soon!

Off-Trail Learning is on hiatus! In this brief personal update, I discuss my decision to go on sabbatical in 2021. Learn more at (newly rede...

Kevin Currie-Knight (kevinck.net) is a philosopher, historian of education, and Teaching Associate Professor at East Carolina University’s C...

Martina Geromin is the CEO and Co-Founder of School Beyond Limitations (school-beyond-limitations.com). Originally from Italy, Martina has l...

Dr. Naomi Fisher is a clinical psychologist, mother of two self-directed learners, and the author of the forthcoming book, "Changing Our Min...

Dev Carey is the founder and co-director of the High Desert Center in Paonia, Colorado (highdesertcenter.org), where he’s been offering an a...

Prisma (joinprisma.com) is a brand-new company that’s attempting to combine the best parts of homeschooling with the best parts of online ed...

What does it mean to educate in freedom? What are the different flavors of “freedom” that appear in the self-directed education world? In th...

What’s it like to be someone who knows a little bit about everything? Or sometimes, a *lot* about everything? Ethan Mitchell (zemita.net) is...

If you have a kid who has been identified as academically gifted, is a self-directed learning center a good place for them? Kristen Montesan...

In May 2020, Elizabeth Bartholet, a Harvard Law Professor, called for significant new regulations on homeschooling in the United States. In...

Many teachers aspire to work at progressive schools that are more kind, individualized, and humane. But what do you do when even the “best s...

This special episode celebrates the release of Blake’s new book, Why Are You Still Sending Your Kids to School?, which is now available thro...

James Dwyer is a professor of law at William & Mary Law School and the co-author of Homeschooling: The History & Philosophy of a Controversi...

17-year-old Zoe Greenhouse (zoegreenhouse.com) talks about her recent decision to stop going to school and attempt a thru-hike of the 2,650-...

Maya Landers (mayalanders.com) is a 22-year-old lifelong unschooler from Austin, Texas, who always thought she would go to college to study...

After teaching 6th grade reading at a tough school in Mississippi, Matthew Gioia discovered the Sudbury Valley School literature and quickly...

Kerry McDonald (fee.org/kerry) is the author of the 2019 book, Unschooled: Raising Curious, Well-Educated Children Outside the Conventional...

Gina Riley, Ph.D., is an educational psychologist and Clinical Professor of Adolescent Special Education at Hunter College in New York City....

Ken Danford is the Executive Director of North Star (northstarteens.org), author of the new book "Learning is Natural, School is Optional",...

What if there was a community college built just for homeschoolers? This may not exist yet, but Lori Walker has created the next best thing:...

What does it mean to “self-educate?” Are autodidacts made or born? Can one develop an intellect without formal higher education? In this spe...

Antonio Buehler was the first person in his family to finish high school or attend college. After completing an MBA at Stanford he went into...

Where is the alternative education movement headed, and how will we arrive there? In this special episode, Blake gives the closing keynote a...

What are "children's rights" and how do they overlap with the world of self-directed learning? Margie Sanderson, a 24-year-old board member...

After a successful career as a venture capitalist, Ted Dintersmith (teddintersmith.com)dedicated himself to discovering highly innovative sc...

If conventional high school isn't a good fit for your kid, what should you do -- push harder, or try something new? Is high school mandatory...

Jerry Mintz founded the Alternative Education Resource Organization (AERO) over 30 years ago and has since helped start over 50 learner-cent...