The Future of Leadership: Scaling Teams with Empathy & Purpose | Deb Cupp, President of Microsoft Americas

Finding Mastery with Dr. Michael Gervais · 2025-02-19

01:00:11

In this fast-evolving business landscape, how do leaders turn setbacks into opportunities for growth?

Today, I’m thrilled to share this conversation with Deb Cupp—the President of Microsoft Americas. Deb embodies the best of leadership – and I don’t say that lightly.

I’ve had an up-close view of how she works – she comes alive at the intersection of staying customer-centric while being able to scale teams within highly complex business landscapes.

Deb is fun, amazing to be around, brings the best out of her teams, and brings the best out of me as well. She’s earned her resilience… it’s no wonder why her teams perform in a world class way.

If you're curious about building a career that's both purpose-driven and high-performing—or how to lead with resilience and empathy—this conversation is packed with actionable insights and wisdom.

_________________

Subscribe to our Youtube Channel for more powerful conversations at the intersection of high performance, leadership, and meaning: https://www.youtube.com/c/FindingMastery

Get exclusive discounts and support our amazing sponsors! Go to: https://findingmastery.com/sponsors/

Subscribe to the Finding Mastery newsletter for weekly high performance insights: https://www.findingmastery.com/newsletter

Download Dr. Mike's Morning Mindset Routine! https://www.findingmastery.com/morningmindset

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Finding Mastery with Dr. Michael Gervais

Dive into the minds of the world’s greatest athletes, leaders, thinkers, and doers with Dr. Michael Gervais—a high performance psychologist and world-renowned expert on the relationship between high performance and the mind. Dr. Gervais’s client roster includes Super Bowl winning NFL teams, Fortune 50 CEOs, Olympic medalists, internationally acclaimed artists, and more.

On Finding Mastery, Dr. Gervais sits down with the best at what they do, like David Goggins, Brene Brown, Toto Wolff, soccer legend Abby Wambach, neuroscientist Dr. Andrew Huberman, and Microsoft CEO Satya Nadella — translating their life stories, mental skills, and personal practices into applicable tools you can use to unlock your potential.

Walk with us to the edge of human possibility and learn what you are capable of. New episodes every Wednesday.

Where can you listen?

Episodes