Preventing Regret

End self-sabotage by thinking of what you’ll regret most near the end of life.

Posted Oct 05, 2015

The key to stopping self-sabotage is avoiding the ultimate regret. The various forms of self-sabotage (procrastination, self-medication with drugs or alcohol, comfort eating, and self-injury) are far more likely to occur when we violate our deeper values. 

What people tend to regret the most near the end of their lives is that they have not been more compassionate, loving, and supportive to those they love. A presage of this kind of regret comes with the untimely death of a loved one. The common self-doubt, even in relationships that were very close and loving, is something like:

“Did she really know how much I loved her?”

“Did I make him feel how important he was to me?”

The first step toward avoiding the ultimate regret is to answer the following questions.

1. What is the most important thing about you as a person?

2. What do you want those you love to think about you?

3. How do you want your loved ones to feel about you?

4. What kind of relationships do you want your children to have in school, in work, in love?

5. Are you modeling for your children the relationships you want them to have?

6. What would your life mean to you if you lost your family?

7. Near the end of your life, what might you regret the most?

If answering these questions seems hard, the second step in ending self-sabotage and preventing regret is even more difficult. Behaviors that lead to long-term regret tend to be habituated and, therefore, resistant to change through insight and desire alone. Changing habits entails forging new habits incompatible with those you want to change. And that in turn requires a more flexible response from an emotional system made rigid by a lifetime of habits. Making the emotional system stronger and more flexible takes practice of something similar to “emotional pushups,” repetitive exercises to forge connections to our deeper values that will hold under the stress of impassivity and ego defense.

Put another way, we must build a stress-conditioned response to move from toddler-brain dominance (impulsive, angry, resentful, devaluing, demanding, pouting, stubborn, overwhelmed, out of control) to adult-brain dominance—focused on improving, appreciating, connecting, protecting. In our adult brains we can behave consistently according to deeper, more humane values, which is the only way to end self-sabotage and prevent regret.