What Microsoft’s Culture Shift Can Teach You in 2026 | Kathleen Hogan

What if the future of work isn’t about technology at all — but about unlocking more humanity in each other?

Kathleen Hogan — Chief Strategy and Transformation Officer at Microsoft — sits down with Dr. Michael Gervais on Finding Mastery to share what she’s learned about leading one of the world’s largest companies through a culture transformation rooted in empathy and growth mindset.

From helping shift Microsoft from a “know-it-all” to a “learn-it-all” culture to navigating personal challenges like cancer and recovery, Kathleen opens up about the deep work of becoming a more grounded, purpose-driven leader.

In this episode, you’ll learn:
-How to lead through transformation with empathy and authenticity
-Why vulnerability builds trust inside teams and organizations
-The mindset shift that unlocked Microsoft’s cultural evolution
-What it means to balance humanity and performance in leadership
-How AI can help expand — not diminish — human potential

CHAPTERS:

0:00 Kathleen Hogan Introduction
10:01 Choosing family over achievement — her grandfather, regret, and values
13:59 Facing cancer, letting go of performance-based identity
17:01 From know-it-all to learn-it-all — redefining leadership and culture
25:03 Courage, fear, and growth mindset in executive leadership
29:13 Purpose, empowerment, and why optimism is a leadership skill
52:53 AI, fear, jobs, and the future of human work

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