Boldness regrets. A stable platform for our lives is necessary, but not sufficient. One of the most robust findings, in the academic research and my own, is that over time we are much more likely to regret the chances we didn’t take than the chances we did. Again, the surface domain—whether the risk involved our education, our work, or our love lives—doesn’t matter much. What haunts us is the inaction itself. Forgone opportunities to leave our hometown or launch a business or chase a true love or see the world all linger in the same way.