Regret is overrated (a quote from Daniel Kahneman who passed away yesterday at the age of 90)

Regret is an emotion, and it is also a punishment that we administer to ourselves. The fear of regret is a factor in many of the decisions that people make (‘Don’t do this, you will regret it’ is a common warning), and the actual experience of regret is familiar. The emotional state has been well described by two Dutch psychologists, who noted that regret is “accompanied by feelings that one should have known better, by a sinking feeling, by thoughts about the mistake one has made and the opportunities lost, by a tendency to kick oneself and to correct one’s mistake, and by wanting to undo the event and to get a second chance.” Intense regret is what you experience when you can most easily imagine yourself doing something other than what you did.

Decision makers know that they are prone to regret, and the anticipation of that painful emotion plays a part in many decisions.

We spend much of our day anticipating, and trying to avoid, the emotional pains we inflict on ourselves. Susceptibility regret, like susceptibility to fainting spells, is a fact of life to which one must adjust.

You can take precautions that will inoculate you against regret. Perhaps the most useful is to be explicit about the anticipation of regret. If you can remember when things go badly that you considered the possibility of regret carefully before deciding, you are likely to experience less of it. You should also know that regret and hindsight bias will come together, so anything you can do to preclude hindsight is likely to be helpful. You should not put too much weight on regret; even if you have some, it will hurt less than you now think.

Daniel Kahneman, Thinking, Fast and Slow

Think About Your Death and Live Better

We banish death from our thoughts. But this leads us to make choices in life that actually curtail our happiness. People who express more regrets tend to be those who postponed profound activities that yield meaning, such as practicing religion, appreciating beauty, or spending more time with loved ones.

This is probably because they realized too late that they had implicitly assumed life would always go on and on, so there’s always time to do these meaning-filled things. When we avoid thoughts of death, we unconsciously assume that tomorrow will look a lot like today, so we can do tomorrow what we could do today. But when we focus on death, that increases the stakes at play in the present, and clarifies what we should do with our time. 

Arthur C. Brooks writing in the Atlantic

Top five regrets of the dying

What would your biggest regret be if this was your last day of life? An Australian nurse who counsels the dying recorded the most common regrets she heard from people at the end of theirs lives. Bronnie Ware put them in a book called The Top Five regrets of the Dying.

1. I wish I'd had the courage to live a life true to myself, not the life others expected of me.

This was the most common regret of all. When people realize that their life is almost over and look back clearly on it, it is easy to see how many dreams have gone unfulfilled. Most people had not honored even a half of their dreams and had to die knowing that it was due to choices they had made, or not made. Health brings a freedom very few realize, until they no longer have it.

2. I wish I hadn't worked so hard.

This came from every male patient that I nursed. They missed their children's youth and their partner's companionship. Women also spoke of this regret, but as most were from an older generation, many of the female patients had not been breadwinners. All of the men I nursed deeply regretted spending so much of their lives on the treadmill of a work existence.

3. I wish I'd had the courage to express my feelings.

Many people suppressed their feelings in order to keep peace with others. As a result, they settled for a mediocre existence and never became who they were truly capable of becoming. Many developed illnesses relating to the bitterness and resentment they carried as a result. 

4. I wish I had stayed in touch with my friends.

Often they would not truly realize the full benefits of old friends until their dying weeks and it was not always possible to track them down. Many had become so caught up in their own lives that they had let golden friendships slip by over the years. There were many deep regrets about not giving friendships the time and effort that they deserved. Everyone misses their friends when they are dying. 

5. I wish that I had let myself be happier.

This is a surprisingly common one. Many did not realize until the end that happiness is a choice. They had stayed stuck in old patterns and habits. The so-called 'comfort' of familiarity overflowed into their emotions, as well as their physical lives. Fear of change had them pretending to others, and to their selves, that they were content, when deep within, they longed to laugh properly and have silliness in their life again.