One behavioral difference I've found in myself vs. my wife is that I always look for what was wrong with my decision after the fact and she always looks for the win in hers. The reality is that you have to spend time thinking about both to truly learn from the exercise, but focusing on what went right definitely improves confidence.

Another thing that a decade of painstakingly quantified decision making has taught me is that the metric details often don't actually matter that much and rarely lead you to a satisfying choice. My most recent example is the purchase of a Bosch dishwasher. I did quite a bit of looking and landed on one of the higher end series that did very well across the board in reviews. I hate it. The dishes come out with this weird sweaty feel to them, the racks suck, and the user interface is beyond horrendous (something that a week stay in a rental property confirmed is common to all Bosch appliances).

So I'm slowly working my way out of it, but I'm almost 50. Wish I would have had better constitution about this out of the gate.