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Finding Mastery with Dr. Michael Gervais

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

Finding Mastery with Dr. Michael Gervais

Dr. Michael Gervais

Sport Psychology, Finding Mastery, Mental Health, Mindfulness, Business, Self Help, Michael Gervais, Health & Fitness, Mindset, Psychology, Self-improvement, Education

4.71.7K Ratings

🗓️ 19 February 2025

⏱️ 72 minutes

🧾️ Download transcript

Summary

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.

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Transcript

Click on a timestamp to play from that location

0:00.0

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

0:06.1

growth? Welcome back or welcome to the Finding Mastery podcast, where we dive into the minds of

0:12.2

the world's greatest thinkers and doers. I'm your host, Dr. Michael Jervais, by trade and training,

0:18.0

a high-performance psychologist. And today I'm really excited to welcome Deb

0:22.3

Cup, who embodies the best of leadership. I do not say that lightly. Deb is the president of

0:30.7

Microsoft Americas. It's a huge job now. And I've had an up-close view of how she works. She comes alive at the intersection of staying

0:41.3

customer-centric while being able to scale teams within highly complex business landscapes. Deb is fun.

0:48.9

You're going to hear that. She's amazing to be around. She brings the best out of her teams.

0:53.8

She brings the best out of me.

0:55.5

She's earned her resilience.

0:57.5

And it is no wonder why her teams perform in a world-class way.

1:01.8

If you are curious about building a career that's both purpose-driven and high-performing

1:07.9

or how to lead with resilience and empathy?

1:11.9

This conversation is packed with actionable insights and wisdom.

1:16.2

And a quick note, if you find value in these conversations, I would love for you to take a moment

1:21.1

to leave us a rating and a review on Apple Podcast, Spotify, or wherever you're listening.

1:26.7

Your feedback helps us reach more people to grow this incredible community.

1:31.7

So let's jump right into this week's episode with the inspiring Deb Cupp.

1:41.3

Deb, this is so much fun to sit with you.

1:43.6

I'm so excited to be here. Yeah, this is great. I've been excited

1:46.8

about this for weeks. Have you? Yes. That's really good. I love spending time with you. Ditto. And,

1:51.9

you know, you have so much to offer, obviously, inside of the big job you have at Microsoft,

...

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