When we choose what to eat, who to spend time with, or what city to live in, regret looms large—presented with a set of good options, it is easy to torture ourselves with the consequences of making the wrong choice. These regrets are often about the things we failed to do, the options we never tried. In the memorable words of management theorist Chester Barnard, “To try and fail is at least to learn; to fail to try is to suffer the inestimable loss of what might have been.”