That's not how skills work though. You've described using GM fiat to slap an infected bandage over a gaping wound known as 5e's skill system & hoping it doesn't produced an argument like mentioned.additionally/alternately you could take the angle of "this is a really stealthy owlbear, only jorgenson with their super-perception abilites gets to roll to possibly detect it", even if it's a super high check, even if they fail the mere fact itself that they're the only one who gets a chance to make the check tells them that their skill investment is paying off: the others didn't even have the chance.