Recently, I wrote a piece on regrets—specifically, how to not create them. I shared Bronnie Ware’s book, The Top Five Regrets of the Dying, a worthy read which, contrary to our perception of the subject, is not morbid but inspiring. After I published my piece, many of my readers asked me to explain what I thought Ms. Ware meant by seemingly the most abstract of the regrets, “I wish I had let myself be happier.” What does that even mean? And how do we make it real?