178: How to Audit Your Leadership Before It Breaks You | Damon Lembi

Release Date: 

June 11, 2025

Release Date: June 11

Leadership isn’t just about what you do—it’s about who you’re becoming.

In this solo episode, Learnit CEO Damon Lembi shares a behind-the-scenes look at his personal leadership audit: a framework he calls “The 3x3.” You’ll hear the three things he’s improved, the three he’s stayed consistent on, and the three he still needs to work on as he reflects on 30 years of Learnit—and what it means to lead with intention in a fast-changing world.

Whether you’re a first-time manager or a seasoned executive, this episode will give you the tools (and courage) to take your own honest audit.

What You’ll Learn:

  • How Damon improved delegation—and the tool that changed everything
  • Why your personal brand matters (and how to build one with humility)
  • The “Purposeful Awfulizing” strategy for better decision making
  • What it really means to be a people-first leader
  • The 5 traits of a “Learn-It-All Leader”
  • Why modeling behavior is more powerful than preaching it
  • The danger of unclear purpose—and how to align your team
  • Why every company needs an AI advisory board
  • How to lead through change before complacency creeps in
  • A challenge: Create your own 3x3 leadership audit

In This Episode:

  • 00:00 – Why June 2025 marks a meaningful moment in Damon’s leadership journey
  • 01:00 – The “3x3”: A framework for reflecting on leadership growth
  • 01:45 – 1st area of growth: Delegation (and getting out of the weeds)
  • 03:00 – How COVID accelerated trust and team ownership
  • 03:30 – The Freedom Compass: What Damon let go of—and what happened next
  • 04:50 – 2nd area of growth: Building a personal brand without ego
  • 05:45 – Why every leader needs to be public-facing
  • 06:30 – 3rd area of growth: Better decision making and avoiding sunk cost traps
  • 07:10 – Controlling emotion, expanding options, and “Purposeful Awfulizing”
  • 08:30 – Why even failed decisions are valuable if you learn
  • 09:00 – 1st consistency: Being a people-first leader with psychological safety
  • 10:30 – 2nd consistency: Living the traits of a Learn-It-All Leader
  • 11:15 – Humility, Integrity, Courage, Accountability, Curiosity
  • 12:15 – 3rd consistency: Modeling the behavior you want from your team
  • 13:00 – What Damon still needs to improve (part 1): Clarifying shared purpose
  • 14:00 – The North Star problem and Keith Ferrazzi’s diagnostic
  • 15:00 – What remote work and silos have made harder—but not impossible
  • 15:30 – What Damon still needs to improve (part 2): Navigating change in the age of AI
  • 16:30 – Why urgency beats complacency—even when things are going “fine”
  • 17:00 – What Damon still needs to improve (part 3): Building a formal advisory board
  • 17:45 – Why outside perspectives are key to staying sharp and forward-thinking
  • 18:30 – The 3x3 recap and challenge: Build your own audit

About Damon Lembi:

Damon Lembi is a 2x bestselling author, the host of The Learn-It-All Podcast, and CEO of Learnit – a live learning platform that has upskilled over 2 million people. Drawing from his prior baseball career, Damon brings an athlete’s perspective to leadership. Through his journey, he has gained invaluable insights into what helps organizations grow, how great leaders learn, and why learn-it-all companies outpace their competitors every time.

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