How To Avoid “Awww, To Hell With It” Investing Syndrome

Usually, when a hear from a reader who wants to avoid letting material success get to his read, I recommend that he start regularly reading C.S. Lewis. It is hard to be a prick when you read lines like “prosperity knits a man to the world—He feels that he is finding his place in it, while really it is finding its place in him!” as part of your morning routine.

When it comes to wealth destruction, I initially assumed that losing money would be a soft, gradual thing where you see $800,000 turn into $750,000 and then $700,000, and on and on. You could say I had a C.S. Lewis mindset when it comes to money loss: “Indeed, the safest road to Hell is the gradual one—the gentle slope, soft underfoot, without sudden turnings, without milestones, without signposts.”

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