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How A Bizarre Deal Jeff Bezos Made 15 Years Ago Inspired Me To Future-Proof My Company

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“Take risks,” they said. When you’re an entrepreneur, you have to bet on yourself and shoot for the stars frequently. But how do you balance this appetite for risk with important personal responsibilities like paying a mortgage or taking care of your family? Too many founders embrace risk without first laying out a safety net, and when the tables turn the results can sometimes be catastrophic.

As the CEO of a travel company, few things could have prepared me for the “Black Swan” event that was Covid-19. As soon as lockdowns went into effect, new customer acquisition immediately plummeted by 90%. We fought hard throughout the year to survive and had to take unprecedented risks to stay afloat.

But as it turns out, a controversial personal finance decision I had made at the start of 2020 gave me peace of mind about the whole situation. The move was inspired by a deal made between Jeff Bezos and a quiet software startup over a decade ago. If you’re eyeing starting your own side hustle or business — and want to truly position yourself to take the types of stomach-churning risks that reap tremendous rewards — you might want to keep this story in mind.

Related: In 'Life and Reflections', Jeff Bezos Explains How to Sell Anything on........

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