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Message: <blockquote data-quote="The Crimson Binome" data-source="post: 7643998" data-attributes="member: 6775031">You should remind your player that a natural 20 is not always a success on a skill roll, and some things really are impossible. No matter how high you roll, you can't jump to the moon. No matter how high you roll, you won't convince someone to betray their ideals.As for Persuasion, I try to imagine myself as a player being persuaded by another player, and use that to set the DC. As a player, outside of very strong character traits, I'm open to the possibility of my character being convinced of something. If I imagine that I'd be willing to go along with something, if the other player rolled a 20, then I'd set that as the DC for the PC to persuade the NPC. If I imagine I'd go along with a 12, then that's the DC. And if I wouldn't be persuaded, even if they rolled 50, then there's no point in rolling.</blockquote>