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BOSS Staff

At BOSS, we recognize that the quality of your experience with us depends on the quality of your instructors. Please use the links to the right to learn more about our current staff and how one can possibly work for BOSS.

Josh Bernstein

Josh Bernstein
First year at boss


Current Position:

Senior Instructor (and Former President & CEO)


New York, New York


Washington, D.C.


I first read about BOSS in the classifieds of Backpacker magazine in 1986. Curious, I requested a catalog, which came a few weeks later. The next year, having saved up enough money, I attended BOSS's Primitive Living Skills course and then, in the winter, BOSS's first Winter Living Skills course. At that point, I was hooked, having fallen in love with the school's philosophy of preserving the skills of traditional cultures and teaching people to do more with less.


There are a number of wilderness programs out there, and I've taken courses at many of them. Few, if any, approach the wilderness with the respect and simplicity of BOSS. There is something pure about the BOSS experience. It revitalizes a part of the human spirit that our modern society stifles or ignores. It's empowering, in the literal sense.

I teach at BOSS because it's important to give people a greater sense of who they really are. It's an honor to be an instructor on the trail, to help people reawaken that aspect of themselves.

Interesting Trivia about Josh:

  • Josh is an accomplished photographer, with photos published in USA Today, Sports Illustrated, Forbes, Men's Health, Self, Marie Claire, Men's Fitness, Outside, Backpacker, and VOGUE magazines.

  • Josh loves SCUBA diving and is a certified cave, wreck and rebreather diver.

  • Josh is a fellow of The Explorers Club and the Royal Geographic Society, and a Patron of the American Museum of Natural History.

  • He is BOSS's most-traveled instructor, having flown over 1,000,000 miles in the past 10 years, exploring 65+ countries while hosting television series for the History and Discovery Channels and on expeditions/travels of his own.

  • You can learn more on Josh's personal website: