You should regret decisions that you reasonably should have made differently with the information you had at the time. Pound a fifth of vodka and run grandma over with your car? You should regret something like that because it's immediately obvious it's stupid.

If you're regretting decisions which are exclusively unwise with the benefit of perfect hindsight, you're commiting the sin of pride. Pride that you believe you could possibly be all-knowing, which you are not. Such as "Why didnt I buy BTC at $5" when you had never heard of it and didnt live in the cryptographic niche culture to have done so so early.

I have precious few regrets because my errors in judgement were rarely foreseeable, and the probability of much worse outcomes if I chose differently very high.

Everyone lives with regrets. If you find someone that says they have no regrets run far and fast from them, they are fucking psycho.

I think Theo started an interesting sub about such things /

What are you feeding your dogs that you don't expect them to last longer than 7 years?

I'm basically one big regret but I'm making life changes that should fix that feeling

I did for a short stretch about 8 years ago and lasting several years and today I regret most of the 'life with no regrets' philosophy years and have recalibrated to being more cautious, and more closed off to letting other people in my life.

Regrets are for pussies!

I have met a few people who have no regrets about the past. They are, ironically, the people with the darkest, most fucked up pasts you could imagine.

But they did their best to thoroughly examine their wrongdoings, made amends where they could, and used their past to try help others.

They are the only people I have ever met who seem to live without regret.

I used to, but I lived to regret it...