The Power of Optionality: Small Bets, Big Payoffs

In this episode, we explore the concept of optionality—how small, strategic decisions can lead to outsized rewards with limited downside risk. From ancient philosophy to modern financial strategies, discover how recognizing and seizing options can unlock opportunities in both life and investing.

Topics covered include:

• How call and put options work
• The difference between American and European style options and why it matters
• Why options are positively skewed
• Examples of using optionality in business and life
• Why it can be challenging to commit when an option is "in the money"

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Show Notes

Antifragile by Nassim Nicholas Taleb—Penguin Random House

The Wisdom Of Finance: Discovering Humanity in the World of Risk and Return by Mihir Desai—Harper Academic

Refuse to Choose!: Use All of Your Interests, Passions, and Hobbies to Create the Life and Career of Your Dreams—Penguin Random House

An Economist Walks into a Brothel: And Other Unexpected Places to Understand Risk by Allison Schrager—Penguin Random House

Related Episodes

482: Unlocking the Power of Positive Skewness: Strategies for Investing, Business, and Creativity

268: How To Better Manage Risk

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