A Rare Look into the Mind and Habits of Author Michael Lewis, One of This Generation’s Most Admired Writers

Bestselling author Michael Lewis has spent decades practicing the habits of the sharpest business thinkers: questioning assumptions, navigating past blind spots, and revealing why conventional wisdom so often leads smart people astray.

Lewis is the author of a remarkable run of business bestsellers, including Liar’s Poker, Moneyball, Flash Boys, The Big Short, Boomerang, The Undoing Project, and Going Infinite. Both Moneyball and The Big Short were made into Oscar Best Picture-nominated films, as was The Blind Side, another of Lewis’s non-fiction classics. 

In this exclusive episode of Monday Morning Radio, Lewis reflects on why true success derives from taking the long view rather than aiming for quick results, and how doing the hard, unglamorous work others avoid can create an outsized, enduring advantage. 

Lewis’s conversation with founding Monday Morning Radio host Dean Rotbart was recorded when the author was honored as a Business News Visionary. While the interview dates back several years, in this abridged version of their talk, the insights Lewis shares are strikingly current — offering inspired ideas that apply to entrepreneurs, executives, and business owners navigating uncertainty, disruption, and change today.

[Michael Lewis will be featured in All You Can Eat Business Wisdom: Second Helpings, coming in April 2026. The anthology is the sequel of co-host Maxwell Rotbart’s award winning first edition, All You Can Eat Business Wisdom: A Monday Morning Radio Anthology of Actionable Advice.]

Monday Morning Radio is hosted by the father-son duo of Dean and Maxwell Rotbart.

Photo Credit: Tabitha Soren
Posted: January 19, 2026
Monday Morning Run Time: 49:22
Episode: 14.33

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