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Live Life to The Fullest With These, The Best Books On Risk Taking

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This article showcases our top picks for the best books on risk taking. We reached out to industry leaders and experts who have contributed the suggestions within this article (they have been credited for their contributions below).

We are keen to hear your feedback on all of our content and our comment section is a moderated space to express your thoughts and feelings related (or not) to this article This list is in no particular order.


Purpose, Passion, and Pajamas by Genevieve M. Piturro

This product was recommended by Genevieve M. Piturro from GenevieveMPiturro

Purpose, Passion, and Pajamas: How to Transform Your Life, Embrace the Human Connection, and Lead with Meaning is the story of Genevieve Piturro’s triumphant leap off the corporate ladder to find her life’s true calling. Her challenges and transformation will inspire you to courageously find your own authentic purpose. What started with a simple question from a little girl led to an awe-inspiring show of compassion throughout the US and beyond. In her narrative, Genevieve brings you to the heart of the matter with eye-opening lessons in leadership, and the tools and motivation to “find your pajamas.”


When to Jump by Mike Lewis

This product was recommended by Matt Glodz from CV Pilots

My favourite book on risk-taking is When to Jump by Mike Lewis. Based on interviews with people who pursued risky career changes (and didn’t regret them), the book provides practical tips and inspiration for anyone looking to make a major life change. I recommend it to many of my clients!


Taking Smart Risks by Doug Sundheim

This product was recommended by Lewie Mortier from Mitrade

If you want to learn how to make the best business decisions, here is a book to inspire you. In today’s market, risk-taking is what defines successful businesses from the rest. Understand what risk is and learn from the best on how to take the right risk.


Sam Walton: Made In America

This product was recommended by Samiksha S Rawool from Yummy Tummy Recipes

This is an amazing autobiography on Sam Walton. The founder of Wal-Mart empire. It helped me stay motivated during the current uncertain times. This book is a short read. This book has great tips on entrepreneurship and building a business. I highly encourage this book to be read.


Risk Savvy by Gerd Gigerenzer

This product was recommended by Eugene Romberg from We Buy Houses in the Bay Area

It was an eye-opening book and opened my eyes to the nuisances that come with risk-taking, and how one can incorporate it in not just financial securities, but life in general. It was an enjoyable, and easy read. The examples Gerd lays out to you are clear and numerous, which allows you to learn more from your reading sessions, as you can apply his principles to something more concrete in your everyday life.

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Master Risk With These, The Best Books On Risk

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