From Small-Town Grit to Global Leadership with Stefani Okamoto

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I Can Fit That In

Erin Coupe

37 episodes

3 days ago

Welcome to I Can Fit That In—the podcast where ambition meets alignment. Hosted by speaker, author, leadership coach, and former Fortune 100 corporate executive Erin Coupe, this show is created to help you break free from rigid routines and fit in what truly fuels you in your career and personal life. Through solo reflections and candid conversations with high-achievers, you’ll uncover mindset shifts and energizing rituals that create clarity, growth, and lasting fulfillment. Subscribe now and follow along on social media to stay inspired—and empowered—to fit in what matters most to you.

Self-Improvement

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Self-Improvement

Education

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From Small-Town Grit to Global Leadership with Stefani Okamoto | #11

I Can Fit That In

41 minutes 16 seconds

2 months ago

From Small-Town Grit to Global Leadership with Stefani Okamoto | #11

What does it take to rise from humble beginnings to shaping leadership at some of the world’s top companies?

In this episode of I Can Fit That In, Erin Coupe sits down with Stefani Okamoto, who shares her remarkable journey from small-town Washington to a 23-year career at Microsoft and beyond. Stefani is a role model of leadership excellence and sets the tone in her role at ServiceNow. Stefani opens up about the grit it took to pay her way through college, the resilience that propelled her into leadership, and the human-centered mindset she champions today.

Key themes you’ll hear in this conversation:

How grit and perseverance open unexpected doors

Why management is about people, not promotions

The shift from chasing titles to finding true purpose

Building trust and culture in the workplace

Stefani’s story is a reminder that leadership is less about status and more about showing up with care, purpose, and humanity. Tune in and get inspired to lead differently.

Connect with Stefani:

LinkedIn: Stefani Okamoto

Connect with Host Erin Coupe:

www.erincoupe.com

Instagram:⁠ @authenticallyec⁠

LinkedIn:⁠ Erin Coupe⁠