I have to buy the new version of the cradle now...

UPDATE : Solved : Gen 1 Zune Cradle with Zune 2

The Zune 30 cradle will not work with the Zune 80. The connector is the same, but the orientation will not allow me to place the Zune 80 into the cradle.

slide10

I took the damn thing apart to see if I could do anything, but short of cutting out part of the cradle and making it unsightly, I am SOL. I will have to drop some loot on the new one I guess.