The 4 Major Kinds of Regret

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The 4 Major Kinds of Regret
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How often do you look back on your life and wish you had done things differently? Here's what everyone needs to know about regret.

, or prudent, and they leave you thinking, “If only I had done the work.” A lot of finance- and health-related regrets are in this category.Over time, humans are much more likely to regret inaction—the chances they didn’t take. Those opportunities to start a business, chase a true love, or something less grand, like learning a new language or how to play an instrument. They leave you thinking, “If only I had taken that chance.

These regrets can either be “open door”—you can still do something about it—or “closed door,” in which the circumstances are impossible to change. What often thwarts repair attempts is your own flawed thinking—you massively overestimate how awkward or bothered the receiver will feel while also underestimating how positively they are likely to react.

A U.S. Army soldier, for example, shared with our team that his mother’s death had created a rift in the family such that he hadn’t spoken to his sister in years. On our course day off, he took the train from Philadelphia to New York City and showed up at his sister’s apartment unannounced. She was home, opened the door, and burst into tears.If it’s a closed-door regret, do better next time. If it’s an open door regret, do something now.

In an effort to discover more about people’s regrets, I asked a small group the following: Of the two options below, which do you believe?No regrets. My mistakes brought me to this point in my life.This one simple question resulted in powerful conversations about

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