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Blog Posts

2017 in Review

Welcome to my annual year-in-review post. I had a very busy 2017, jam-packed with adventures and travel. Let’s see where I’ve been! Medellín In January I escaped to the southern hemisphere with my good friend Julie to explore Medellín, Colombia: a place that has called to me for years. We split an Airbnb, hiked, and […]

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Tools for Building a Cheap and Meaningful Gap Year

Last month in Thailand I ran into my friend Alex. She’s in her late twenties, recently quit her job, and flew to Chiang Mai to spend 3 months learning new skills (using online courses), exploring new job opportunities, and reflecting on her next big move in life. I asked how much she’s spending in Thailand. She […]

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How to Get Stuff Done as a Self-Directed Learner

I’m super excited to announce that Launchpad, my 19-day “virtual workshop” about self-directed goal-setting and productivity, is now open for on-demand registration! Those of you who know me (or my podcasts) know that I’m fascinated by the motivational challenges presented by homeschooling, unschooling, attending a free school, choosing to educate yourself without college, and other […]

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Career Trajectory Update

I just finished working my 12th summer of Not Back to School Camp: an annual milestone where I reflect deeply, talk with long-time friends, and choose new directions for my life and career. After camp last year I determined that running Unschool Adventures trips doesn’t pair well with my longer-term goal of being able to work […]

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What if It All Falls Apart?

I just launched two big new Unschool Adventures trip: a 6-week adventure in Spain for teens and a 2-week hiking trip in Spain for parents. I put a lot of time, money, and research into these trips, and I’m super excited for them to happen. I also know that, for any number of reasons, they might […]

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Who I Want to Be at Age 35

This September I turn thirty-five. Most age landmarks are arbitrary, but 35 is where I personally separate “young” adults from “adult” adults. So I’m taking this upcoming birthday as an opportunity for personal reflection as I move into the adult-adult, no-more-benefit-of-the-doubt, no-excuse-not-to-have-your-shit-together stage of life. Here’s who I want to be at age 35: a […]

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My First Online Course: The Way of Adventure

Today I’m proud to announce The Way of Adventure, my first online course. It’s an advanced leadership course for ages 13-23, but you can participate at any age. The best part: it’s 100% free. What’s the message? One the big reasons I created this course was to better explain my idea of “adventure.” I consider myself an […]

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2016 in Review

Welcome to my annual year in review! I’ve got lots of photos and stories to share with you from a very adventurous 2016. This year I’m also doing something new: Instead of just recounting the past 12 months, I’m also doing a forward-looking review. I’m going to tell you now what I hope to have accomplished by the […]

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Book Review: The World Beyond Your Head

The World Beyond Your Head is Matthew Crawford’s second book, following Shop Class as Soulcraft—one of my all-time favorites. I enjoyed this book, but cannot say that I recommend The World Beyond Your Head to the casual reader. It’s much denser, more philosophical, and less accessible than Shop Class. But if you have a soft spot for sometimes-intractable political philosophy […]

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How to Take a Self-Directed Gap Year with Zero Starting Funds

*Update: This post was picked up by the American Gap Association blog* Today I’m interviewing Victor Saad for my podcast, and while googlestalking him to prepare for the talk I watched his fantastic TEDx talk: The whole talk is worth your time, but something that stood out to me was how Victor funded a 12-month, travel-intensive series of apprenticeships that he […]

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