• “A very common regret is having spent too much time on work and not enough on personal relationships.” This emphasizes the misbalance many face between their professional and personal lives, regretting not having devoted sufficient time to family and friends.
  • “Individuals often lament not having expressed their true feelings to others, whether it be love, forgiveness, or dissatisfaction.” The suppression of emotions and feelings is a significant source of regret, showing the importance of open communication in maintaining healthy relationships.
  • “This regret revolves around not realizing earlier that happiness is a choice and wishing they had lived a less conservative or restrained life.” This points out the regret of not embracing happiness and living freely, a realization that often comes only when one’s options are limited by circumstances like age or illness.
  • “Many people regret living their lives according to others’ expectations rather than following their own dreams and passions.” This regret emphasizes the importance of authenticity and is a poignant reminder of living life on one’s own terms.

What do individuals near the end of their lives report that they regret most?


What can I do to ensure I make decisions that minimize regrets later in life?


How can I overcome my fear of risks that allow a full life with minimal regrets?


Create a 10-item quiz on the entire thread above.


Provide 15 discussion questions relevant to the content above.


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Phil Stilwell

Phil picked up a BA in Philosophy a couple of decades ago. He occasionally teaches philosophy and critical thinking courses in university and industry. He is joined here by ChatGPT 4, GEMINI, CLAUDE, and occasionally Copilot, his far more intelligent AI friends. The five of them discuss and debate a wide variety of philosophical topics I think you’ll enjoy.

Phil curates the content and guides the discussion, primarily through questions. At times there are disagreements, and you may find the banter interesting.

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