Want to Live More Intentionally? Harness the Power of Regret

June 28, 2022

Note: This is a guest post by Emily McDermott of Simple by Emmy

Last September, I wrote an article about how the book The Top Five Regrets of the Dying by palliative nurse Bronnie Ware provides a roadmap for a living a life with no regrets. Specifically, the top regrets that Ware discovered over her years of sitting at the bedsides of dying people included being true to oneself, prioritizing relationships over career, and allowing oneself to be happy.

Author Daniel H. Pink, known for his books including Drive and When, dove even deeper into the research of regret in his recent book The Power of Regret: How Moving Backward Moves Us Forward. Pink draws on regret research completed by others, as well his own. Specifically, Pink and his team completed the largest quantitative analysis of American attitudes on regret in 2020: the American Regret Project which included 4,489 people comprising a representative sample of Americans. In addition, he launched the World Regret Survey โ€“ which so far has been completed by more than 19,000 people in 105 countries.

Pinkโ€™s findings about how the desire to live with โ€œno regretsโ€ is harmful, and potentially even dangerous, gives us a wealth of knowledge about how the power of regret can be harnessed to allow us to live a more intentional, purpose-filled life.

(ALMOST) EVERYONE HAS REGRETS, BUT THESE FOUR ARE CORE

Regret is a unique emotion in that it is created by looking at an action or inaction from the past, and comparing the actual outcome to a potentially different outcome had a difference choice been made. Pink explains that the โ€œmental trapeze actโ€ that regret requires โ€“ going between past and present, reality and imagination โ€“ is possible for everyone except for young children whose brains havenโ€™t fully developed and adults with brain injuries or illnesses. In other words, โ€œpeople without regrets arenโ€™t paragons of psychological health. They are often people who are seriously ill.โ€

Between the American Regret Project and a sampling of the World Regret Survey, Pink found that four regrets are universal, spanning across life domains such as health, career, education, and relationships. He summarizes the four โ€œcoreโ€ regrets as follows:

Foundational Regrets: These are the regrets about not building a more stable foundation for our lives. This can include choices about how we spent our time, money, and energy in the past and whether they contributed to a solid โ€“ or flimsy- foundation. They sound like: If only Iโ€™d done the work.

Boldness Regrets: These are the regrets about the chances that we didnโ€™t take, and the decision we made to play it safe instead. They sound like: If only Iโ€™d taken that risk.

Moral Regrets: These are the regrets about taking the โ€œlow roadโ€ rather than the high one. They sound like: If only Iโ€™d done the right thing.

Connection Regrets: These are regrets about the fractured or unrealized relationships with people in our lives (as Pink puts it: rifts and drifts). They sound like: If only Iโ€™d reached out.

These four core regrets provide a framework for learning about how regret impacts every area of our lives, while also showing us how we can learn from them. As Pink explains, โ€œThe four core regrets operate as a photographic negative of the good life. If we know what people regret the most, we can reverse that image to reveal what they value the most.โ€

โ€œIF ONLYโ€ REGRETS ARE MORE FREQUENT, AND CAUSE MORE PAIN THAN โ€œAT LEASTSโ€

You may notice that the four core regrets all start with โ€œIf onlyโ€ฆโ€ This is an example of what is called counterfactual thinking (CFT) in psychology. When we think of something that occurred in the past, โ€œat leastโ€ CFTs focuses on what could have been worse, while โ€œif onlyโ€ CFTs focus on what could have gone better.

For example, if you didnโ€™t study for a test and got a C, you could tell yourself, โ€œAt least I got a C. I could have failed.โ€ Or you could tell yourself, โ€œIf only I had studied harder, perhaps I could have earned an A.โ€ โ€œAt leastsโ€ provide some comfort, while โ€œif onlysโ€ cause despair.

The majority of peopleโ€™s regrets โ€“ upwards of 80% according to some research โ€“ fall into the โ€œif onlyโ€ category. This may seem depressing, but it is actually where the power of regret can be harnessed. While โ€œif onlysโ€ make us feel worse in the short-term, they can help us do better in the future in a way that โ€œat leastsโ€ canโ€™t. They can strengthen our decision-making skills, make us more persistent, and improve our future performance.

REGRETS OF INACTION GROW OVER TIME

It is not surprising that โ€œif onlysโ€ make up about 80% of peopleโ€™s regrets, because in Pinkโ€™s American Regret Project survey, inaction regrets outnumbered action regrets by nearly two to one. This is consistent with other research by Thomas Gilovich and Victoria Medve which found that actions โ€œgenerate more regret in the short term; but inactions, or errors of omission, produce more regret in the long run.โ€

While time may โ€œheal all woundsโ€, it seems that it worsens inaction regrets. Gilovich and Medve asked participants about regrets over different time periods and found โ€œwhen focused on the last week, the respondents were rather evenly split between those who most regretted their actions (53%) and those who most regretted their failures to act. However, when looking back over their entire lives, a substantial majority (84%) reported greater regret for what they failed to do.โ€ Pinkโ€™s American Regret Project supports this finding โ€“ inaction regrets increase as people get older.

WHEN IT COMES TO REGRETS, IS THE DOOR OPEN OR CLOSED?

Out of all the four core regrets, Pink found that connection regrets were the largest among research and survey participants. This is certainly true for me, specifically drifting apart from friends that were once close. I could make excuses about having a full life with young children, but the truth is that I have harbored resentment about others not reaching out to me, when I could reach out to them just as easily.

The truth I often overlook is that I am lucky that the doors of these regrets as still โ€œopen.โ€ The people that I have drifted away from are still alive. If I could get over feelings of resentment or fear of awkwardness, perhaps the relationship could be restored.

But what if an open door becomes a closed door? What if we fail to tell someone how much we care for them before they pass? What if awkwardness prevents us from connecting with an old friend and then tragedy strikes, closing the door forever? As Pink explains, โ€œBoth types of regrets nag at us, but for different reasons. Closed door regrets distress us because we canโ€™t do anything about them. Open door regrets bother us because we can, though it requires effort.โ€ Unfortunately, many of us are unwilling to make the effort to overcome awkwardness and end up holding onto these regrets for the rest of our lives.

LEARN FROM YOUR REGRETS, BUT DONโ€™T DWELL ON THEM

Regret is an unpleasant emotion, why many of us choose not to think about them at all. But if we take the time to use regret as an instructional tool, how do we learn from them and then let go?

The trick is finding the delicate balance between assessing our regrets and not dwelling on them and creating a negative spiral. As Pink explains, โ€œRepetitive thought can worsen regret, and regret can exacerbate repetitive thought, creating a descending spiral of pain.โ€

To avoid this pitfall, we need to have keen self-awareness, lots of self-compassion, and the ability to distance ourselves from the regret enough to derive its lessons. In other words, we can use regret to assess our behavior, but should never be used to judge our character.

Pink suggests several ways to assess and learn from our regrets, including creating a โ€œfailure rรฉsumรฉโ€ and meeting with others in a โ€œregret circleโ€ โ€“ like a book club where you discuss and work through past regrets. But my favorite idea is doing a regret audit from the previous year, or what Pink calls โ€œOld Yearโ€™s regretsโ€ (as opposed to New Yearโ€™s resolutions).

REGRET AUDITS CAN BE A POWERFUL INTENTIONAL LIVING TOOL

After reading Pinkโ€™s book, I decided to create my own regret audit process that can be done once a year, or more frequently if you choose.

1. Using the four core regrets as a guide, list your specific regrets from the time period you are auditing and decide what core regret โ€œbucketโ€ they fall into, if applicable. Some examples could include not getting outside in nature enough, forgetting someoneโ€™s birthday, or not starting a new business.

2. For each regret, ask yourself whether there is any silver lining, or โ€œat leastโ€ counterfactual thinking that you can find. Perhaps it was important to save money for the new business which is why you delayed it for a few months. โ€œAt leastsโ€ may not be applicable for every regret, but itโ€™s worth asking.

3. For each regret, ask yourself whether it is a regret of action or inaction and if it represents an open or closed door. Forgetting someoneโ€™s birthday is a regret of inaction but it represents an open door if the person is still alive. If any regrets are โ€œclosedโ€ in nature, practice self-compassion and forgiveness to work on letting that regret go.

4. For action regrets with an open door, ask yourself if the situation can be repaired and if so, how. For inaction regrets with an open door, ask yourself what the cost is if you continue not to act. How will you feel if you spend the next year not taking steps to start a business? What is the cost to your health if you continue to spend most of your time behind a computer screen instead of getting fresh air?

5. What objections or limiting beliefs are holding you back? Write down all the stories you are telling yourself as to why you canโ€™t take action, and then ask yourself if these are actually true. Byronโ€™s Katieโ€™s Four Questions may be a helpful resource for this.

6. What can you do now to mitigate or eliminate this regret? Do you need to speak up? Make a call? Plan a trip? Step outside? Make a list, and then make your action plan.

ON THE OTHER SIDE OF REGRET, THERE IS HOPE

A regret audit can help you work through past regrets and choose differently to minimize future regrets, but a regret-free life isnโ€™t the goal. Rather than avoiding regret, we can recognize that regret makes us human and can instruct us on how to live a more intentional life aligned with our values. But once we know the actions that can help mitigate or eliminate our regrets, it is up to us to push past the inertia, awkwardness, or fear and press into the hope that there is something better on the other side. At the end of his book, Pink offers this mantra to help us embrace and appreciate the power of regret: โ€œRegret makes me human. Regret makes me better. Regret gives me hope.โ€

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Emily McDermott is an Air Force wife and mom to two boys living in Fairfax, Virginia. Her blog Simple by Emmy chronicles her journey to a simpler and more intentional life.

Emily helps moms of young children understand their deepest โ€œwhyโ€, banish decision fatigue, and make room for what matters most in her online course Moms Overcoming Overwhelm. She is also the author of the childrenโ€™s book Little One and enjoys writing custom poetry, dancing, and eating peanut butter out of the jar.


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