Making money and keeping money are different skills, with different emotional requirements. Getting wealthy often rewards boldness, confidence, and the willingness to take risk. Staying wealthy rewards caution, patience, and the ability to avoid ruin.
Ruin is the real enemy, because it ends the game. And the brutal truth is that you don’t need to be wrong very often to be wiped out if your bets are big enough. Survival—financial and emotional—is a strategy of avoiding disasters, not chasing perfection.
This flips the mindset. The goal stops being “maximize returns at all times.” The goal becomes “keep playing long enough for good odds to work.” That means building a life that can endure bad luck, slow periods, recessions, mistakes, and changes of heart.
A plan that only works when everything goes right isn’t a plan. It’s a wish with spreadsheets.