#160 From Talk Show Dreams to Improv CEO: Erin Diehl’s Business of Joy — Part One

Part One. Meet Erin Diehl, a woman who turned “winging it” into a career strategy. She’s the founder and CEO of Improve It, a company that uses improv to help teams thrive. As a kid, Erin dreamed of being a talk show host. Instead, she became a top podcast host and business leader, blending humor and learning to help others grow. She calls herself a failfluencer —because, in her world, failure isn’t an end, it’s a punchline and a lesson. In this two-part series, we explore Erin’s journey, her philosophy on joy, and why failing might just be your best career move yet. Key Highlights of Our Interview: Improv Meets the Corporate World “I didn’t plan to merge improv and business. But during my nine-to-five at a recruiting firm, my nights were dedicated to stages at Second City and ImprovOlympic. Suddenly, I saw how listening, empathy, and quick thinking from improv transformed my work life. The dots connected.” United We Innovate “Pitching an improv workshop to United Airlines was a gamble, but it paid off—literally. What started as a passion experiment became a calling when United became my first paying client. Improv wasn’t just for the stage anymore.” The Teacher’s High “That feeling of guiding someone toward growth is intoxicating. It’s a high I kept chasing, and the more I taught, the more I wanted to do it. Seeing others find joy became my own source of joy.” From ROI to ROO: The Objective Shift “We don’t measure ROI; we measure ROO—Return on Objective. Every engagement starts with a consult call to pinpoint your specific challenges and objectives, ensuring everything aligns with the participants’ needs.” Connect with us: Host: Vince Chan | Guest: Erin Diehl -- Chief Change Officer -- Change Ambitiously. Outgrow Yourself. Open a World of Deep Human Intelligence for Growth Progressives, Visionary Underdogs, Transformation Gurus & Bold Hearts. 6 Million+ All-Time Downloads. Reaching 80+ Countries Daily. Global Top 3% Podcast. Top 10 US Business. Top 1 US Careers. >>> 100,000+ subscribers are outgrowing. Act Today.<<< --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.<<<