"For, given that our will tends not to pursue or flee anything unless our understanding represents it to the will as either good or bad, it suffices to judge well in order to do well, and to judge as best one can, in order also to do ones very best, that is to say, to acquire all the virtues and in general all the other goods that one could acquire, and, when one is certain that this is the case, one could not fail to be contented."
What Im getting is that in order to be happy we must judge what we encounter as best as we can in order to determine the best solution as possible, but in order to judge our best we must be aware of everything around us or in other words be very experienced and well rounded in order to make a sound judgement.
Unless we make the right moves we wont be able to "acquire" material goods nor achieve personal accomplishments. Im assuming that those two criteria are what keep people "contented" considering that Descartes is a driven man with an ethical and disciplined background, there really aren't many other alternatives to being contented than what you can look back on or what you can hold in your hand.
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