Bringing Navy SEAL precision to high-performing teams. Dan Kasper

“Be a chameleon with a backbone. There are principles, no matter what situation you're in, you don't compromise on that, but you play them out differently based upon your environment.”

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Our host Ryan Castle sits down with Dan Kasper, former Navy SEAL officer and co-founder of Piloteer.ai, a relationship-intelligence platform using AI to capture real-time leadership behaviour. After leading teams in 33 countries, Dan has become obsessed with the art and science of high-performing teams and is now using technology to help leaders see what really happens in the room when they communicate, decide, and coach.

We dig into what it means to be a “chameleon with a backbone,” why great leaders flip the org chart and work for their teams, and how to turn “thought leadership” into “thought-doership.” Dan unpacks decision-making under pressure, the power of micro-wins, and how AI plus human coaches can create fast feedback loops that actually change behaviour.

If you’re scaling a fast-growing team and know your only real edge is your people, this episode shows you how to train leaders the way Olympians train in the pool – with constant reps, data, and coaching.

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