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meet Jesse Osborn

Jesse Osborn teaches you how to accomplish the impossible, sharing his message of resilience and forgiveness to inspire taking action. Whether you will follow along his journey of expeditions and navigating the unknown, or wish to inspire the audience at your event - you need to know about Jesse Osborn.

professional SAILOR • EXPEDITION adventurer • FORMER STATE TROOPER • RESILIENCE EXPERT

Jesse Osborn is a motivational speaker who will energize and inspire your audience with his story of resilience and forgiveness. Your audience will leave feeling empowered to face fears having revealed the power of incremental progress and finding a path to inner peace.

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He recently founded Get Uncomfortable, a non-profit organization focused on explorations and education with the goal to inspire others to accomplish the impossible.​

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This follows a lifetime of acquiring extensive skills and knowledge in sailing, navigation, entrepreneurship, captaining, and mechanical work. He now teaches ocean sailing courses to students from around the globe as an IYT certified instructor. â€‹

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In 2024, he ventured into the world of ballooning. He is currently preparing the unique UNICEF Flyer balloon and capsule for flight and planning an expedition from Alaska’s North Slope to northwestern Greenland, passing over the geographic North Pole. 

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Follow along for the journey on Instagram: 

@withjesseosborn

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