Any tips on how to make comet relationships work without breeding resentment?

There are few people from my past who I know if they were to contact me, we'd be able to pick things up without issue, no matter how long it's been.

On the other hand, I've had other secondary relationships end due to lack of communication and clarity that eventually led to a lot of pain and resentment.

I'm considering suggesting some sort of comet relationship with someone who I will no longer have the opportunity to frequent as often as we did. I'm not sure an online relationship will work for us. Any tips on how to know if this could be a positive way of reframing our relationship and maintaining a connection vs "settling" and eventually becoming resentful?