The Road Less Stupid: A Conversation Between Keith Cunningham and Joe Polish On Thinking Better and Smarter - Part 1 - Genius Network Episode #133

8 Oct 2019 · 54 min
Episode

8 Oct 2019 · 54 min

0:00

This is a podcast interview (Genius Network Ep. #133) where Joe Polish interviews Keith J. Cunningham about Cunningham's book The Road Less Stupid and the decision-discipline he teaches. Core themes: entrepreneurs need structure and leverage to scale (the 'machine' metaphor: strategy/plan, A-player people, and operational structure/culture); risk must be evaluated by asking downside/upside and whether you can live with the downside (use pre-mortems and build defenses to survive negative outcomes); and a repeatable ritual called 'thinking time' (start with a powerful question, generate many answers, 45-minute sessions, scheduled regularly) is presented as the primary tool to avoid doing 'stupid' things. The episode includes personal anecdotes (Keith lost substantial net worth in real estate around age 40) and practical, tactical guidance for implementing thinking time and boards/peer advisors as sanity checks.

Questions this episode answers

704

Three times a week for 45 minutes per session

He went from +$100 million to -$50 million (a loss of about $150 million) over roughly 24 months

40

Genius Network Episode #133 (Part 1)

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