It’s a tough question. A few thoughts:
The effort to spend in repairing the relationship should be proportionate to the length of time you’ve known them.
If there was a change in their personality, consider that they may be suffering from the crises over the last few years.
Sometimes giving them some space can allow any hurt feelings to simmer down. You can always check in from time to time to let them know you’re around and thinking of them.
This is a great perspective, thank you 🙏
There are a couple people I'm friends with, who I was referring to in the OP, that I've known were pretty incompatible with me for a long, long time, more than a decade. But only recently have we become closer just out of convenience if a mutual friend. But that base incompatibility is making itself known again, and it's time to set convenience side and make the mature decision to scale back and be closer to acquaintances rather than close, personal friends.
