public speaking

Facing fears across unforgiving seas, like confronting life’s deepest adversities, demand profound resilience and the ability to find inner peace. By sharing the lessons of navigating emotional trauma as a former State Trooper, and his transformative journey to becoming a world sailor and adventurer, Jesse Osborn guides audiences to find their course to steer, overcome obstacles, and sculpt an extraordinary life.

Former Alaska State Trooper

Professional Sailor

expedition adventurer

watch Jesse in action

Empower
your audience

BOOK JESSE

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INSPIRED by Jesse

“I had the great privilege to hear Jesse Osborn speak live at a conference in 2024. The words: dynamic, potent, moving and poignant - immediately come to mind after experiencing hearing him live. Jesse is a gifted and charismatic speaker with the capacity to deeply move audiences and connect us as humans navigating the human condition.

Through his story of struggle and triumphs, he may just capture your heart with his authenticity. He can take an audience on a collective journey and simultaneously encourage each person to look deeper into their own story all while flooding you with inspiration for a better life! Truly a remarkable and unforgettable experience to hear Jesse speak.”

Linda

Saint Paul, New Mexico

1/11

meet your speaker
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.

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

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.

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.