orthonormal comments on Positioning oneself to make a difference - Less Wrong
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The prime tenet of successful strategy in any domain - chess, life, whatever - is "always act to increase your freedom of action". In essence, the way to deal with an uncertain future is to give yourself as many ways of compensating for it as possible. (Edit: removed confused relationship to utility maximization).
It's much more difficult to apply this to a life-sized board, but it's still a very strong heuristic.
The way chess is different from life is that it's inherently adversarial; reducing your opponent's freedom of action is as much of a win as increasing yours (especially when you can reduce your opponent's options to "resign" or "face checkmate").
And I don't think that heuristic applies without serious exceptions in life either.