That particular rumored item might or might not be there. But if the item is there, it should be specially hidden behind a painting, or in a hidden door inside a drawer. So that extra and different searching means are needed to discover it. Maybe a mini-game, or a skill check, I'm not sure. But that way, really cool things could be hidden that require that extra something beyond just going into someone's home and taking the item off their desk. Why not some kind of old-fashioned safe in the wall? Why not a loose floorboard, under which is a cubby hole where all the stuff is stashed? Why not a hidden door, behind which is there small library of important things, stashed away? That you actually have to go in and FIND, search for, uncover, the old fashioned way.
I think the old system is pretty broken. You go in, see an item and it has a red hand if you try to grab it, indicating that it would be stealing. But thieves take it anyway, and they aren't acting any more theiflike to do that. It's what anyone who went into the house can do. Everyone is a thief is they want to be. So what makes a thief any more special to play? For every chest that requires a lock, there is a spell for mages that can break it, too. Theives are a joke. They need to have a real challenge! Where is the distraction? Where is dressing in disguises to gain entrance to a secure location? Where are the "bank jobs" ... and various other kinds of theiving that goes on, requiring specialized skills?
I think there needs to be a lot of new ways to gain information about "jobs" ... or "marks" ... including some old fashion "con jobs" that require acting, roleplaying, and disguise (think TV's "Alias") ... and they can borrow the acting skill from the Bard class in Skyrim (there are classes for NPC's just not for the player, so don't get sidetracked about "no classes" because the Devs need classes to assign to their NPC's quickly) meaning there indeed should be an Acting Skill to help with Disguise, etc...
And part of the ways people can gain new information should be from RUMOURS. Rumors on the street. Rumors in the bar. A little help from the guy that tends the rich man's lawn, for a price ... Rumors in jail, from other inmates who know about things on the outside but whose sentence is too long, so they tell you in the hopes you'll cut them in after the fact ... will you, or will you keep it all? hahahaha. Rumors from the dock workers bringing in expensive cargo from the ports. Rumors from people talking on the street in hushed town, requiring you to SNEAK behind them to be able to hear the conversation. If you fail, they catch you and walk away. But if you succeed, they keep talking, revealing the details that then go into your Quest Journal.
In this way, the thief could scraqe information from his environment, instead of having to just JOIN GUILDS and such, where it makes little sense for one theif (who wants to get money) would tell you of a job to go do where you get to keep all of it when THEY could just as easily go steal it instead. Why would theives share knowledge of jobs? The only thing they should be sharing is resources: fake documentation, disguise tools, people to erase your mistakes (Erasers), people to act as other people for the purposes of selling illusions (other con men help each other with their cons) and stuff like that. A thief should be able to find more information in the world, on his own, not by being hand-given quests from some one main source. In this way, he can actually be more valuable to his Guild, that he can do the job on his own, rather than always coming to them for the leftovers that they don't have the time to do.
Just my 2 cents. Thanks.