Wow, that's sad. It seems reasonable that someone who has only managed a 26 min. 5k would be pretty excited about getting a KOM. I don't imagine that happens very often. It also seems like a tremendous waste of time for you to go run that loop unless he's from a very nice place that's worth traveling to anyway. Do you think that the guy is even aware of your existence?
I liked the OP's strategy though. That sounds fun, and the guy he's taking the KOM's from clearly deserves it.