13 Comments

The question is, should I still take asymmetric bets? I have just turned 40, and I am not afraid to fail or worried about reputational risk.

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Take micro-bets. Do a side hustle that involves you taking asymetric bets in public.

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My initial comment was 2 years ago. I took asymetric bets and they paid off 🚀

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Congratulations! I hope you cointinue taking more bets and I hope they continue to pay off. All the best!

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You’re still a young’un. You have a good 30-40 years ahead of you. Do you really want to spend the next few decades wishing you had taken more risks when you were only 40? If not, start betting!

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I don't know, if you have kids and a wife you might not want to do something too stupid...

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A very late reply with update. I have kids, but a very supportive wife. That's why decided to take asymmetric bets.

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Erik, what an awesome post. Rich and enlightening. Thanks for sharing.

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The # of times you bring up rapt.fm i get the feeling you'll be re-launching soon

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I have to fulfill the prophecy.

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Excellent article Erik. Reminds me of Nassim Taleb's Antifragile.

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Sam, Always take Asymmetric Bets, play long term games. The Upside should be high and downside limited, risk a little to win a lot, lose frequently small amounts but play those games, you will win big at the end. Look for asymmetrical Opportunities.

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This is fantastic. I hadn't come across your writing before, but will be following religiously now. As a soon-to-be grad, I will be sending this to as many of my peers as I can. Thanks Erik.

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