Now before you jump to conclusions, don't tell me to wait longer, because it's not working.
Here's a list of things I've done while waiting for the courier,
Advanced 20 levels
Completed Thieves Guild Quests
Completed Companion Quests
Completed Stormcloak Quests
Done tons of side-jobs for the Theives Guild to gain influence in other cities
Got Sneak to 100
Got Archery to 100
Got Pickpocketing to 100
Got Lockpicking to 100
Just to rub it in got 3 couriers about COMPLETELY different things (inheritence, etc.)
Completed nearly every daedric quest (including boethia's)
And alot more.
After all this it's clear that it's obviously not a matter of just waiting some more. apart from doing that, I have spent 3 (skyrim) days waiting in each hold for the courier so I don't really get why I'd have to wait even longer.
I was wondering if there's a console command or something that could help me out, and before you ask, I'm not playing with mod's at the moment so I don't think it would've conflicted with anything.
Thanks in advance!

