Hi I just registered on this site because of this thread for I have the same exact problem. I don't even know if adwares is still checking this thread, but I am almost 100% positive that the quest won't start if you've already become thane of Solitude and it has nothing to do with the updates. I tried setstage 50 and nothing changes accept the dialogue with Falk Firebeard about decorating the house becomes highlighted again, I leveled up a number of times after completing "The Man Who Cried Wolf" and no courier I'm at level 55 now. I added the letter through console and it was indeed blank and did not initiate quest. I'm going to try to add letter and add the catacombs key that styrr gives you if i can find the code for it, and setting the stage to 100. But I don't think it will work because there may not be any dialogue or anyone to report back to after the quest. So, if anyone has any more ideas about this please post 'em. EDIT: I checked sqs ms06 and all quest stages from 0 to 250 are at 0. I pick pocketed Falk and he did have the letter on him. I took it, read it and the quest still didn't initiate, and no new dialogue options, I even dropped on the floor, nada. I tried using Voice of the Emperor because that seems to fix a lot of things, nada. However I did find this mod on the nexus site. I haven't tried it yet, but I think what caused the problem is mentioned in the description, it says the couriers delivery of the note could be superseded by another delivery, in my case probably a letter from Calcelmo. It's not a perfect fix but it's worth a shot.