About this podcast

Tap into hidden wisdom and unlock breakthrough learning—no matter your title. In this dynamic episode, Damon Lembi sits down with Jeff Wetzler, co-founder of Transcend, former Chief Learning Officer at Teach for America, and author of “Ask: Tap Into The Hidden Wisdom of People Around You For Unexpected Breakthroughs in Leadership and Life”.

Jeff unpacks why even the smartest leaders miss crucial insights, how defensiveness blocks learning, and why the answers to your toughest problems are closer than you think. With stories from his own career, actionable tools, and research-backed advice, Jeff shares his Five Step ASK Approach—an adaptable playbook for building trust, surfacing blind spots, sparking genuine dialogue, and designing action plans that actually work.

From elite leadership traps to the art of high-quality questions, this episode is overflowing with practical wisdom for anyone who wants to lead, listen, and learn at the next level.
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Meet the Host

After dedicating the initial 22 years of his life to the pursuit of becoming a Major League Baseball player, Damon pivoted in 1995 to help his father (Walt Lembi, Founder of Learnit) by investing his heart and soul in Learnit to help individuals gain the knowledge and confidence they need in attaining their professional goals through the value of education.

 

Damon has a deep commitment to the Learnit team past and present and the San Francisco Bay Area community as a whole, where he was born and raised. Damon attributes Learnit’s longevity and success to the ability to surround himself with “A” players and taking advantage of learning / evolving through past mistakes.

 

Outside of Learnit, Damon is an avid reader, moviegoer, and live music fanatic. Most of all, Damon loves spending time with his wife, children—Lucy and Wally, and his dog.

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