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Navigating Uncertainty as an Entrepreneur in Today’s World

The WealthAbility Show with Tom Wheelwright, CPA

Release Date: 06/26/2025

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Join Tom Wheelwright as he explores how entrepreneurs can gain resilience, adapt, and continue to thrive in an age of tremendous uncertainty with his guest, David Spiegelhalter, author of “The Art of Uncertainty.”

David Spiegelhalter is Emeritus Professor of Statistics in the Statistical Laboratory, University of Cambridge, having previously held the posts of Winton Professor for the Public Understanding of Risk, and Chair of the Winton Centre for Risk and Evidence Communication.

In this episode, discover how individuals and businesses can build resilience amidst constant change and how to strategically prepare for possible futures.


Order Tom’s book, “The Win-Win Wealth Strategy: 7 Investments the Government Will Pay You to Make” at: https://winwinwealthstrategy.com/


00:00 - Intro.
01:31 - Constitutive Luck - The hand you’ve been dealt; the period of time and space and society you happen to be born in.
05:03 - “Safe Uncertainty” - A powerful tool for individuals and organizations.
08:47 - How entrepreneurs can deal with and recover from uncertainty in their business.
12:17 - What happens when you can’t list the possibilities?
17:33 - Dealing with data manipulation: find trustworthy communication of evidence and numbers; look at the source - is this person honest, competent and reliable? Ask yourself “what am I NOT being told?”.
22:22 - Skepticism vs. Cynicism. Which are you?
26:13 - The Art of Prompting: How to deal with AI and its sources of information?
34:00 - Closing Statements.



Looking for more on David Spieghelhalter?
Books: “The Art of Uncertainty”

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ABOUT US: 
Tom Wheelwright is the founder and CEO of WealthAbility and TFW Advisors, a leading authority on tax strategy and wealth building. He is the best-selling author of Tax-Free Wealth and a trusted advisor to Robert Kiyosaki. As a world class CPA, Tom is dedicated to empowering entrepreneurs and investors to reduce their tax burden and achieve financial freedom. He currently resides in Phoenix, Arizona.



DISCLAIMER: WealthAbility® does not provide tax, legal or accounting advice. The materials provided have been prepared for informational purposes only, and are not intended to provide tax, legal or accounting advice. The materials may or may not reflect the most current legislative or regulatory requirements or the requirements of specific industries or of states. These materials are not tax advice and are not intended or written to be used, and cannot be used, for purposes of avoiding tax penalties that may be imposed on any taxpayer. Readers should consult their own tax, legal and accounting advisors before applying the laws to their particular situations or engaging in any transaction.