ADVENTURE ATHLETE AND LEADERSHIP COACH

Jason Caldwell

Turning experience into action.

Jason Caldwell is a world-class endurance athlete, leadership expert, and keynote speaker. From rowing across oceans to trekking deserts, Jason consistently chases the impossible, driven by an unbreakable spirit and the belief that bold quests unlock transformative growth. 

After a successful collegiate rowing career and National Championship with the Vesper Boat Club, Jason captained the fastest U.S. team to row across the Atlantic Ocean in 2015, setting an American Record. Two years later, he shattered his own milestone, leading a new team to a World Record-breaking Atlantic crossing. His unrelenting pursuit of excellence and resilience is showcased in the 2022 documentary Chasing.

Jason’s experiences as an athlete have shaped his ethos as a leader and storyteller. As President and Founder of Latitude 35 Leadership, Jason has guided a wealth of organizations, ranging from Fortune 500 companies to elite business schools like Wharton and Columbia.  

His philosophy centers on leveraging emotion-driven leadership and collaboration on shared visions to conquer challenges. Jason draws on his personal feats—such as leading the first unassisted trek across the Namib Desert and setting the Great Pacific Race World Record in 2021—to exemplify the power of performance and perseverance. 

As a speaker, Jason is celebrated for his dynamic presence, authenticity, and ability to inspire action. With over 13 years of experience, he combines compelling storytelling with actionable insights, drawing from his own journey to explore themes of vision-setting and teamwork. His signature style—a mix of humility, humor, and authority—resonates deeply with audiences, making him a trusted guide for leaders seeking to push past limitations. 

Whether speaking at an event or motivating a team on the open ocean, Jason’s message is clear: when you choose to give everything to a goal, you’re also choosing to be changed by it.

Resilience

Human Capability

LEADERSHIP

Featured videos

“He is a great storyteller, kind, humble, and hugely inspiring. We connected better as a team, built great team spirit and culture, and delivered outstanding work as a result of the work we did with Jason.”
Nike Global Football
“Jason did a terrific job. After attending these types of events for 15 years I can say that this was easily the best.”
Suntrust Bank
“Jason Caldwell distills his daunting experiences into compelling and impactful lessons for leaders in today’s complex and volatile world.”
JB Kurish, Goizueta Business School | Emory University
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