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Harvard's Judgment Professor: The Curse of Optionality, and the One Habit That Builds Better Judgment

Sep 20, 2026 · 31m

Summary

In this episode, Motley Fool analyst Rachel Warren interviews Harvard Business School lecturer and six-time founder Reza Satu on the critical role of judgment in leadership. They discuss why accepting underperformance damages company culture, the three traits needed to raise capital—authenticity, momentum, and inevitability—and how capital allocation serves as the sharpest test of a CEO’s decision-making. Satu also explores the "curse of optionality," arguing that commitment is a superpower that drives long-term success. The conversation concludes with a practical habit for investors: makin…

Topics discussed

Intro: Hardest lesson and episode overview The cost of waiting too long to fire underperformers Raising capital: Authenticity, momentum, and inevitability Capital allocation as the sharpest test of CEO judgment Case studies: Student housing vs. storage business decisions Sponsor: Charles Schwab Sponsor: Range Rover Sport The curse of optionality and the power of commitment Embracing risk, failure, and the value of judgment Sponsor: Fundrise Sponsor: Range Rover Sport Distinguishing brilliant bets from drifting off course Learning from successes vs. failures as a founder Daily habit: Making small commitments to test judgment Outro and disclosures
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