>>125370448Those are all fine examples of social situations and a good explanation.
Anon saying that you have no imagination for not coming up with descriptions of how the nat 20 managed to pass the insane check as a lucky coincidence is actually the one with no imagination.
He isn't taking into account all the things you can do with a skill check. Climb up vertical sheer surfaces, open a bank vault with fort knox tier locks, balance on thin air, cartwheel on lava, hide behind a lampshade.
Jump is a really bad one for nat 20 is auto success since a jump check is based purely on the height or distance of the jump. 100 foot wide chasm? No prob, let me get a running start, I'll just have my grappling hook and rope ready for the failures until I make the gap.