Can anyone think of a reason why the Grey Cowl from Oblivion would be in Skyrim?
Just thinking if it ever was introduced in DLC or a mod what would be the reason.

A. Because the Thieves Guild was ousted from the Imperial Province by:

1. A new and strong Mede Empire
2. The Thalmor (during the Great War)

B. Because the Twillight Sepulchre is in Skyrim.

Well, I'd say that's a pretty accurate and final word here.

/thread

I agree. Thank you very much Apophis!