Did you ever make a financial decision that was illogical that worked out ok?

One where you knew you shouldn’t spend the money, but there was an opportunity that might not come up again so fast. A house, car, boat, collectors item that is rare or one of a kind. I’m talking about relatively big purchases.

I never have. I’ve always passed on material items in favor of feeling like my finances will be easy.

Now, I have this sort of situation in front of me, and not sure what to do.

I’m not talking about putting oneself in a position of not being able to pay bills, I’m only talking about using savings, or increasing bills vs not.

Does it always wind up being a mistake in your experience?