What happens when emotion quietly overrides evidence in leadership decisions? Timothy R. Clark shares a pattern of hiring mistakes driven by emotion—and how those experiences shaped his thinking about …
Investing in Talent: CEO Mike Kaeding on the True Value of Hiring the Best
What if the biggest mistake holding your company back isn’t strategy or technology—but who you hire? Norhart CEO Mike Kaeding shares how underestimating the value of top talent slowed growth, and how …
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From Bank CEO to Prison and Back: Shaun Hayes on Entrepreneurship, Accountability, and Redemption
What happens when ambition, blind spots, and moral gray areas collide at the top of an organization? Former bank CEO Shaun Hayes shares two painful favorite mistakes—one as a leader, one as an …
Cultivating a Mistake-Friendly Culture: Joe Perello on Work Relationships, Leadership, and Learning From Errors
What feels like a painful “work divorce” in the moment can sometimes become the best decision of your career. Joe Perello, CEO of Props, shares how separating from key work relationships taught him …
Embracing Mistakes for Growth: CEO and Investor Kurt Wilkin on the Importance of Failure in Business Success
What if your biggest business breakthroughs came from your worst moments? CEO and investor Kurt Wilkin shares why being a “proud mistake-maker” helped him build stronger companies, better …
The Art of Listening: CEO Ian Small on Transforming Communication Skills for Better Leadership
Listen: Check out all episodes on the My Favorite Mistake main page. My guest for Episode #178 of the My Favorite Mistake podcast is Ian Small, CEO at Evernote, the app that launched a …






