- October 20, 2026
124. What I got wrong about leadership | 7 leadership mistakes I made so you don’t have to
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The Best Leadership Newsletter: What I got wrong about leadershipI started three companies. All three were acquired by public conglomerates. On paper, I looked like I knew what I was doing.
I didn’t. For most of my career, I was a lousy leader. I waged war against imposter syndrome. I needed a coach and couldn’t find one. So I taught myself, the hard way, over many years and many mistakes.
This episode isn’t a confession. It’s context. I’m laying out the 7 specific leadership mistakes I made, why I made them, and how I started to notice them so you can skip the years of suffering I did.
🎧 Press play. Skip the suffering.
In this episode:
▶ Why I look good on paper (3 companies, all acquired) and still got most of it wrong
▶ Mistake 1: I talked more than I listened (and shut down every conversation)
▶ Mistake 2: I confused being right with being smart (compliance isn’t motivation)
▶ Mistake 3: I didn’t hold people accountable and then blamed them for missing targets I’d never defined
▶ Mistake 4: I hired for skillset and ignored mindset
▶ Mistake 5: I avoided hard conversations and called it being nice
▶ Mistake 6: I didn’t delegate and called it efficiency (it was bottlenecking)
▶ Mistake 7: I treated urgency like oxygen and demoralized everyone around me
▶ Why leadership rarely breaks all at once, it erodes in small subtle ways
If you’ve been wondering why your best people leave or you keep missing your targets, this one’s for you.
Isn’t It Time You Got To The Next Level?
The Free Leadership Diagnostic Workshop >> Uncover the hidden patterns keeping you stuck. www.TheBestLeadershipCompany.com/leadership-diagnostic-workshop
The Best Leadership Newsletter Ever >> www.TheBestLeadershipNewsletter.com
Everything Else Jeff >> linktr.ee/jeffmatlow
Referenced in this episode:
Show Notes
[00:00] Introduction
[00:45] I Look Good On Paper
[04:15] What I Got Wrong About Leadership
[07:35] Leadership Mistakes Are Easy To Justify
#Leadership #LeadershipCoaching #ExecutiveCoaching #JeffMatlow #TheBestLeadershipPodcastEver #LeadershipMistakes #BadLeadership #LeadershipLessons #LeadershipGrowth #ImposterSyndrome