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May 6, 2025 43 mins

In this episode, host Brendan Rogers sits down with Damon Lembi, CEO of LearnIt, to discuss imposter syndrome, self-doubt, and leadership growth. Damon shares his journey from aspiring professional baseball player to leading a successful learning company. He reveals the four-step framework he developed to conquer imposter syndrome and offers practical strategies for building confidence, embracing failure, and leading with authenticity.

They also explore the importance of personal growth, resilience, and fostering a culture of learning. If you’ve ever questioned your abilities, this conversation will provide valuable insights on overcoming doubt and stepping into leadership.

View the episode on YouTube: https://youtu.be/BZ13waQxZ9Q

SHOW HIGHLIGHTS

00:00 - Welcome & Introduction
00:22 - Damon’s Background & Baseball Journey
02:54 - From Sports to Business: Starting at LearnIt
05:40 - Growing LearnIt into a Leading Learning Platform
10:17 - The Difference Between Self-Doubt & Imposter Syndrome
13:47 - Damon’s First Experience with Imposter Syndrome
17:32 - Overcoming Challenges & Lessons in Leadership
20:47 - The Four-Step Framework to Conquer Imposter Syndrome
28:18 - The Role of Hard Work & Deliberate Practice
34:52 - Learning, Letting Go, & Taking Action
39:52 - The Impact of Transparency & Authentic Leadership
42:00 - Building a Culture of Leadership & Learning
43:49 - Closing Thoughts & Final Advice

Do you want to be a more confident leader? Get your FREE workbook at https://thecultureofleadership.com/confident-leader-workbook/

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Resources
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