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Message: <blockquote data-quote="Beleriphon" data-source="post: 7893513" data-attributes="member: 27847">I'd point on the bard Obi-wan is using the Star Wars equivalent of a Charm spell on the storm troopers; it's not being good at lying, he's affecting their minds with "magic".You can't use persuade to convince an NPC if the DM decides they aren't convinced. As pointed out no amount of persuasion is going to convince Elminster Mystra isn't real, the player can rolls D20s until the cows come home but the DM ultimately decides that NPCs will accept or not.As for the rest, sneaking around a city isn't that different than a forest. You stick to shadows, watch your step, and keep out of the line of sight of anything you want to avoid as best as possible. The principles are identical, the only difference is what you want to use as camouflage if that's the goal.For the Arcana expertise rogue there's usually a reason the players do that: because they want to succeed regularly on that check. Which for some reason has come up in their game as a failure frequently enough to warrant investing resources into it instead of something else.</blockquote>