I wouldn't purposely hurt him just to have him move on. Just be honest and assertive about it, and he'll eventually get the point. If not, be aggressive, he'll surely get the point then. But, doing the opposite will end up having an effect on you, and you'll feel worse and guilty about it down the line, which might prompt you to reach out. Trust, I know from experience, not so much as far as purposely hurting someone, but doing everything else in a fit of anger, etc. Just take care of the issue now, and it won't be an issue later.