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I don't think you should ever fully remove self doubt. It's useful so you don't end up a megalomaniac.
But generally speaking, you do the best you can. I look at the situation, weigh the variables, and make a decision based on the best information I have at the time. If I'm wrong, I'm wrong.
It's sort of like playing poker. Sometimes you have AA and you lose to someone with 72. Doesn't necessarily mean you misplayed the hand - sometimes you do your best and still lose. Just lick your bruises and keep moving forward.
Also, I think being able to admit to your mistakes when you are wrong will help a ton.