Can you turn the same die to the same side twice in a round? Let's say I'm going against a one die Grievous. I get 2 specials with Chewbacca and turn his die to the 3 for 1 cost since my opponent has no resources. Can I then use the 2nd special to turn that die again to that same side?
No. This is in the FAQ - "turn" means you have to rotate the die so a different side is showing. If a die has two or more sides the same, it's OK to turn to a different side showing the same value, but if there's one of a given symbol / value, you can't "turn" from that side to the same side.