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by tau5210 1587 days ago
It depends on the type of relationship to some extent e.g. friends, acquaintances, business relations, etc.

But in general, I feel like we are too self-conscious about staying in touch. And often because we have experiences where something happens in our lives and we find ourselves regretting "I wish I had stayed in touch with ----".

But when that happens, maybe we can ask ourselves: even if I had stayed in touch, would it really have turned out as I am fantasizing now in my regret? If we think about it carefully, I think the answer is probably no. A meaningful relationship is not that simple nor easy.

As others have mentioned, a relationship is two-ways so it takes both sides. And it only takes one to remember occasionally to stay in touch, so if we both were interested in each other, most likely we would have remained in touch already. And even if we had not, it's never too late. With such relations, I find that I can just reach out now and resume the same relationship no matter how much time passes in between. Even in the worst case where I don't have the contact anymore, if I were truly determined, I will do everything I can to find a way to reach that person.

On the other hand, a shallow relation is bound to not get too far: it will fail (or break, or be lost, etc) at some point in one way or another anyway. So it most likely wouldn't have turned out as my regret is fantasizing anyway.