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Message: <blockquote data-quote="Conaill" data-source="post: 2039542" data-attributes="member: 1264">Great suggestion!I think pickpocketing in-party can work occasionally, but I've rarely seen it done well. The PC in question would have to be a team player first and foremost, meaning that whatever they do is not going to disadvantage a party member, or bring the mission in danger. For example, let's say the party needs to pass through a locked portal. The Paladin in the group has an item that can open the portal but is unwilling to use it for moral or legal reasons. The thief could "borrow" the item from the paladin, open the portal without anyone noticing, and put the item back where he found it in the paladin's posessions. "Hey guys, looks like this thing was open after all!"Sure, if the paladin ever found out, he might be quite annoyed. But probably no more so than if he found out that the party cleric got that scroll of Raise Dead from the local friendly necromancer. The crucial thing is that the pickpocket did what he did for (his perception of) the good of the party, rather than trying to enrich himself at the expense of other party members.</blockquote>