I wonder if there's a good way to keep him out of your yard. People make squirrel launchers, mini catapults with squirrel bait. You could make a huge one and just set it at night. If you here a click and a racoon scream fading off into the distance, you know it's done the trick!

We have people trap squirrels and bring them out to where my parents live, in the "country." It turns out that squirrels are territorial, and the "exiles" wind up being torn to shreds by the locals.