A few months ago, a friend and I were walking home from the gym when he asked me what my biggest regrets were. It caught me off guard, but I answered honestly.
I told him I wished I had tried harder academically in high school. That maybe I should have taken a more traditional path. I regretted saying no to certain opportunities. I regretted hesitating when I should have leaned in.
He shared some of his own. Different details, same feeling. But he ended with something simple.
I don’t think it’s good to regret anything.
It sounded unrealistic. Of course there are things to regret.
But maybe that’s the point.
The decisions I regret were made based on who I was at the time. My confidence, my fears, my understanding of risk. It’s easy to say I should have known better, but I only know better because it happened.
Regret assumes there was a cleaner path. A better decision. A more optimal version of events. Maybe there was.
But that clarity only exists in hindsight.
You can look back and see what you missed. The risks you didn’t take. The options you didn’t choose. Everything feels obvious now, but it wasn’t obvious then.
You made decisions with the perspective you had. Your priorities, your insecurities, your understanding of the world. Expecting your past self to think like you do now doesn’t make sense. The growth came from going through it.
The relationship that didn’t last shapes how you understand people. The path that felt uncertain gives you a perspective you wouldn’t trade. The opportunities you turned down clarify what actually matters to you.
None of it is neutral. It leaves something behind.
Regret assumes a different choice would have led to a better outcome. Maybe it would have. But it also would have led to a different version of you. And there’s no guarantee that version would feel more right than the one you are now.
I’ve started to think of my past less as a series of right and wrong decisions, and more as a sequence of necessary ones. Not perfect, not always efficient, but necessary.
The clarity I have now wasn’t available to me then. It had to be earned.
Living without regret doesn’t mean everything worked out. It means recognizing that even the missteps carried something with them. They sharpened your standards. They revealed what you value. They expanded your limits.
You don’t need to rewrite your past to feel at peace with it.
You just need to recognize that it built you.
If it shapes how you move today, then it wasn’t wasted.