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Erin Diehl

The Human Skills Strategist - Using improv to build the human skills AI can't replace

Erin Diehl is a keynote speaker who fuses improv comedy with leadership insights. Erin’s unique approach turns setbacks into growth opportunities, blending humor and self-compassion to energize and inspire. If you’re looking for a memorable, impactful experience that reshapes how you think about success, Erin is your go-to.

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Bio

Erin “Big” Diehl is a Business Improv Edutainer, Failfluencer, Keynote Speaker, and Coach. Through a series of unrelated dares, she created improve it!, a unique professional development company that uses improvisational comedy and experiential learning to sharpen leaders and teams so they can thrive in ever-changing environments—all while having a whole lot of laughs along the way.

Recently featured in The New York Times, Erin is a graduate of Clemson University, a former experiential marketing and recruiting professional, and a veteran improviser from Chicago’s top improvisational training programs, including The Second City, i.O. Theater, and The Annoyance Theater.

Having spoken on global stages with companies like Amazon, LinkedIn, McKesson, and The Obama Foundation, Erin brings an energy and message that creates lasting ripple effects for change. As a graduate of the Goldman Sachs 10,000 Small Business Program and a member of The Chicago Innovation Awards Women’s Cohort, she is a living testament to the power of lifelong learning—and how understanding ourselves helps others do the same.

Erin is the proud host of The Workday Playdate Podcast with improve it!, a Top 1% Global Podcast available wherever you listen to pods! She is also a first-time author of the Amazon Best Seller & Top New Release, I See You! A Leader’s Guide to Energizing Your Team Through Radical Empathy.

Among her many accolades, Erin is most proud of successfully coercing over 56,000 professionals to chicken dance.

When she’s not playing pretend or facilitating, she enjoys walking on the beach with her husband, son, and eight-pound toy poodle, BIGG DIEHL.

Keynotes

Featured Keynote

  • “F” WORDS AT WORK

Can Improv Comedians Make A Living? Yes, in Your Office

New York Times Editorial about the work I've done with my professional development company, improve it!

Why High-Performing CEOs Are Treating Continuous Learning as a Leadership KPI: Erin Diehl's Approach

High-performing CEOs are redefining leadership success by treating continuous learning as a measurable KPI, not a soft skill. Erin Diehl's approach emphasizes that in rapidly changing environments—especially in the age of AI—leaders who prioritize growth, curiosity, and adaptability outperform those who rely on static expertise. By embedding learning into daily leadership behaviors, CEOs model resilience, foster innovation, and create cultures where teams feel safe to experiment and evolve. Diehl highlights that learning isn't an event but a habit, and when leaders actively invest in their own development, it drives stronger decision-making, deeper engagement, and long-term organizational success.

Why Play Matters: The Improv-Infused Approach That Boosts Communication, Confidence, and Team Dynamics

Traditional leadership training often fails because it relies on passive methods like presentations and theory, which don't effectively build real-world human skills. This article highlights how Erin Diehl's improv-based approach uses play to develop communication, confidence, trust, and adaptability in a more experiential way. By engaging both the head and the heart, improv creates psychologically safe environments where individuals can practice being present, think on their feet, and respond authentically. Backed by research, this method strengthens teamwork and creative problem-solving, showing that play isn't unproductive—it's a powerful, science-supported tool for meaningful behavior change and stronger team dynamics.

What Improv Taught Erin Diehl About Being a Better Leader (And Why You Should Try It Too)

This article explores how improv reshaped Erin Diehl's leadership, shifting her from control and performance to authenticity and connection. Improv principles like “yes, and” encourage collaboration over critique, helping leaders build trust and foster innovation. By embracing presence, vulnerability, and adaptability, leaders become stronger listeners and more confident decision-makers. The article highlights how experiential, play-based learning creates lasting behavior change, proving that letting go of perfection leads to more effective leadership, stronger relationships, and a more engaged, creative team environment.

How Improv-Driven Development Is Becoming a Competitive Edge in Corporate Learning

This article explains how improv-driven development is emerging as a competitive advantage in corporate learning by shifting away from passive training toward experiential, real-time skill building. It argues that traditional programs fail to prepare leaders for uncertainty, while improv techniques strengthen adaptability, communication, and collaboration. By practicing unscripted scenarios, employees build confidence and learn to respond effectively under pressure. Organizations adopting this approach are seeing stronger engagement, creativity, and performance, positioning improv not as entertainment but as a strategic tool for developing agile, human-centered leaders in rapidly changing business environments.

The Improv Advantage: How Play-Driven Learning Is Transforming NYC Workplaces

This article highlights how play-driven learning—especially through improv—is transforming NYC workplaces by making leadership development more engaging and effective. It argues that traditional, rigid training methods fall short in preparing teams for fast-paced environments, while improv builds adaptability, communication, and trust through real-time practice. By encouraging employees to embrace uncertainty, listen actively, and collaborate without fear of failure, organizations create more innovative and connected cultures. The article positions play not as a distraction, but as a strategic tool that boosts confidence, creativity, and team dynamics, helping companies stay competitive in an ever-evolving business landscape.

Why Erin Diehl Is Comfortable Embracing Failure (And You Should Be Too)

An editorial published on October 12, 2023 in response to my "F Words at Work" keynote.

Finding Power Through Failure

Business improv coach Erin Diehl explored how to turn mistakes into opportunities at the 2023 Booth Women Connect Conference.

How Erin Diehl Cracked the Code on Work-Life Balance

A editorial in Holy City Sinner Magazine

Bold Journey - Meet Erin Diehl

A quick "get to know you" article from Bold Journey

Meet Erin Diehl

An article published on August 8th, 2024 to "get to know Erin Diehl."

  • 2024 I See You! A Leaders Guide to Energizing Your Team with Radical Empathy

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