The Rewind: Uncertainty
The Memo by Howard Marks
Investing Confidently, but Not Too Much
Investing scared protects against over confidence, but also sharpens your focus. When you're afraid of losing money, you will look harder at things than when you are supremely confident. So i think that it's important to maintain a level of doubt. That's all about intellectual humility. Intellectually humble people can have strong beliefs, but recognize their fallibility and are willing to be proven wrong on matters large and small.
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