I’ve experienced #1, #3, #5 and #7, but #5 probably hurts the most. 😂

Watching a +50% paper gain disappear teaches a painful lesson: being right about the stock is only half the job. You still need an exit strategy.

#7 is a close second. Somehow the stock you researched carefully and bought heavily goes nowhere, while the tiny “let’s just try a little” position becomes your biggest winner. 🤦‍♂️

Over time I’ve learnt that investing has an unlimited supply of ways to make you regret something. Sell and it rockets. Hold and it falls. Buy the dip and discover another dip beneath the dip.

The goal isn’t to eliminate regret. It’s to have a strategy disciplined enough that you can live with it when regret inevitably arrives. 😅

# Tiger Friday

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