Hard Things Make Strong Teams: Inside the Mindset of The Tempest Two

Tommy Caulfield and James Whittle — better known as The Tempest Two — had never rowed a boat in their lives when they set out to cross the Atlantic Ocean. No experience. No support crew. Just a willingness to figure it out.

In this episode, we explore what extreme adventure can teach us about resilience, leadership, and adaptability — especially when facing uncertainty. From surviving a hurricane and a nighttime capsize to building teams and coaching startups, they share how to turn breakdowns into breakthroughs and why the best leaders actively put themselves and their teams just beyond their comfort zones.

We also talk about their upcoming keynote and immersive Experience at the upcoming Chief of Staff Connect EU in London, and why pushing boundaries is the key to real growth.

Learn more about Tommy and James' work at Tempest Experiences.

Learn more about the Chief of Staff Network's membership, courses, and events here: https://www.chiefofstaff.network/