Proving you are good at business, can put you out of business.

Wil Reynolds
1 min readNov 20, 2023

This message is NOT for everyone, but — I’ve had some interesting convos recently being in rooms for the first time.

People who have real money (define that how you will) — and think it came “easy” may have something to prove, which can get them in a lot of financial trouble …

If your money came to you in a way that you feel lucky, or that you feel you were born into the right family at the right time, doesn’t matter. What matters is having the ability to govern your desire to “build another company” or something where you can prove to the world, and maybe yourself that you are “good at business” make sure you protect that downside, because your “real money” can take significant hits because you are out there trying to prove to yourself, your parents, other people, etc that “you are good at business”.

Knowing this can help you protect that nest egg.

While this is about money, constantly knowing where you are trying to prove yourself (all of us are) is a critical “self unlock” — knowing that you are doing it, and why you are doing it is valuable…even if you do it anyway.

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Wil Reynolds

Serial Underdog @seerinteractive doing SEO, Marketing, & Stuff, I am whatever you say I am.