Episode 272

#272 Erin Diehl: Talk Show Dreams, Improv Realities — Part Two

Published on: 4th April, 2025

Part Two.

Erin Diehl dreamed of being the next Oprah but ended up becoming the queen of corporate improv instead. Now the founder and CEO of Improve It, she helps teams laugh their way to better performance. A self-declared “failfluencer,” Erin turns every faceplant into a feature. In this two-part series, we dig into her journey, her joy-first philosophy, and why bombing on stage—or in life—might be the best thing that ever happened to you.

Key Highlights of Our Interview:

WTF: Worst Terrifying Failure

“2020 was my crash course in failure. The pandemic forced our in-person business to pivot entirely online overnight. At the same time, I juggled new motherhood, supporting a recovering parent, and trying to keep my business afloat. It was my WTF moment: my Worst Terrifying Failure.”

This breakdown captures the essence of the MOVE ON methodology:

1. Marinate: Sit With It, Not In It

Failure isn’t something you can brush off overnight. Take the time to sit with your worst terrifying failure—your WTF story. Reflect deeply. Walk, journal, or simply allow yourself to process. It’s about feeling without rushing to fix.

2. Own It: Forgive and Face the Thought Worms

“Own your part in the failure, but more importantly, forgive yourself. We repeat 80% of our negative thoughts daily, so break that cycle. Recognize those thought worms for what they are and stop letting them dictate your story.”

3. Verify the Lessons: What Will You Take With You?

“Failure comes bearing lessons—two or three takeaways that you can carry forward. Identify what you’ve learned and how you’ll avoid the same pitfalls in the future. This step transforms failure into wisdom.”

4. Evaluate: What’s the Plan?

5. Observe the Growth: Prepare for the Next Chapter

6. Embrace Failure as Part of Change

Connect with us:
Host: Vince Chan | Guest: Erin Diehl

--Chief Change Officer--
Change Ambitiously. Outgrow Yourself.

Open a World of Expansive Human Intelligence
for Transformation Gurus, Black Sheep,
Unsung Visionaries & Bold Hearts.

EdTech Leadership Awards 2025 Finalist.
20 Million+ All-Time Downloads.
80+ Countries Reached Daily.
Global Top 1% Podcast.
Top 5 US Business.
Top 1 US Careers.

>>>180,000+ are outgrowing. Act Today.<<<

Next Episode All Episodes Previous Episode

Support Chief Change Officer™: Ensemble

A huge thank you to our supporters, it means a lot that you support our podcast.

If you like the podcast and want to support it, too, you can leave us a tip using the button below. We really appreciate it and it only takes a moment!
Support Chief Change Officer™: Ensemble
A
We haven’t had any Tips yet :( Maybe you could be the first!

Listen for free

Show artwork for Chief Change Officer™: Ensemble

About the Podcast

Chief Change Officer™: Ensemble
A public town hall for change, power, and reinvention
Chief Change Officer™: Ensemble is the free, public edition of Chief Change Officer™, the Global Top 1% flagship podcast created and hosted by Vince Chan.

Built from Vince’s one-on-one interviews with global leaders, scholars, founders, authors, researchers, executives, and change-makers, Ensemble brings together a powerful collection of conversations on work, leadership, reinvention, ambition, identity, and the forces reshaping modern life.

Since its launch in March 2024, the show has reached more than 30 million downloads and over half a million followers across Apple Podcasts, Spotify, and major podcast distribution platforms globally.

The public edition is free and open to all. New episodes will be added in Q3 2026. Going forward, Ensemble will serve as the public town hall for ambitious professionals, independent thinkers, lifelong learners, and anyone ready to understand change with greater clarity, confidence, and imagination.

The format will expand beyond interviews to include music, monologues, readings, writings, newsletters, courses, reflections, and curated audio experiences. True to its name, Ensemble will bring together many voices, formats, and ideas into one dynamic home for people who want to keep growing, thinking, and moving forward.

The premium version of Chief Change Officer™ will be upgraded and launched in Q3 2026, with new features, deeper programming, and selected offerings for more focused audiences. Expect more high-profile guests, sharper editorial curation, and expanded experiences designed for listeners who want to go beyond public conversations into a more elevated space for learning and reflection.

The launch of the premium version will be announced here. Stay tuned by following us wherever you hear your podcasts.
Support This Show

About your host

Profile picture for Vince Chan

Vince Chan