I voted no, simply because I think that a fandom that has nothing to do with TES should simply stay out of TES. Just because both Discworld and TES have magic and guilds and what-not is not enough reason to put Discworld references into Skyrim, and skip other series that also share the same basics. If one of the devs happens to be a big Pratchett fan and puts one small well-hidden easter egg into the game for fun and giggles, then okay I guess... those who haven't read Discworld won't get it, but please no clear in-your-face references you can't avoid.
Besides, not everyone likes Discworld (I don't, can't get into it). I do like Harry Potter, LotR, the Chronicles of Narnia and the Chronicles of LonTobyn for example, but I wouldn't want to see any references to those in Skyrim either. Lets not mix up fandoms, please? TES has its own awesome world with its own awesome references, it doesn't need any others IMO.
But Bethesda has a habit of putting in easter eggs that have nothing to do with the game whatsoever.
Names of real world restaurants, sports teams, references to star wars, the skeleton of indiana jones.. and pokemon.
There can be an easter egg of Terry in if the developers like his work, just like anything else.
And what really helps the case is that Terry has often said in public how much he appreciates Oblivion.
I would really love to see some small reference. It doesnt have to be big. I would actually prefer a small in-joke that people not in the know would be oblivious to, but people that get it smile.
Like how I never realised Pikachu was in Morrowind, till someone who knew pokemon better pointed it out to me.