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Message: <blockquote data-quote="bondetamp" data-source="post: 470430" data-attributes="member: 193">PCs are always special. While they should not contact the thieves' guild (and how do you do that, anyway? Do they have a visiting address?) there's no reason why they should have to do grunt work for that long. If the rogue in question is really good, then the guild might realise that, and make the character one of their "rising stars". He might still have to do the dirty jobs, from time to time, if only to prove his dedication, but most of it would probably be pretty simple and most of it could probably be done in down time.You would need to consider what kind of thieves' guild this is, and in what kind of society it operates. If there are several thieves' guilds in one area, then there might be a turf war going on. One of the obligations of a member might be to lay claim to a small area and shield it against the operations of other guilds.Also keep in mind that a thieves guild doesn't need to be made up entirely from rogues. All classes (with the possible exception of Paladins) can contribute in some way. Burglary, in a fantasy world,  isn't really that different from dungeoneering, and one might meet undead guards, magical traps etc. just like in a regular dungeon. It has to be a bit more stealthy, but with a few silence spells that shouldn't be a problem.</blockquote>