Yeah, I think I'd patch it from the inside and remount it on the rear. It looks like there's a lot of life left in that one.
If you think the Conti's are stiff, don't even think about Specialized Armadillos. I run Armadillos on my regular commuter and threw a set of Conti's on a backup bike. The Conti's felt downright plush! Unfortunately, I need bombproof flat protection and the Armadillos have proven to be the best so I stick with them.
-Kedosto