I guess it's different depending on the scenario. The situation you mention it would be, is it a friend, have they cancelled before, what are their tendencies to follow through what they say etc
Interesting. I’m not sure I’ve ever done this on something like that. Like ever. It’s not even on my radar to consider doing it (until now). Why do you do it?
I think to myself “if I were to repeat this same event in the same set of circumstances 10 times, the likelihood is that the thing would happen X times out of the 10.” And I feel it out from there.