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Just talk to him and tell him upfront that it has been good and all, but it's time for him to leave. People don;t speak what's on their minds and it's preciesly that which leads to most of the misunderstandings in our lifes. At least I think so. Just talk with him, and be honest. If he'll get pissed off, then fine, let him. It will only mean that the friendship wasn't as good as you thought. The bottom line is if you just go and talk to him, things will work out fine between you guys. And if not - well, c'est la vie.
As a side note, I had to fire a friend from a band, because he wasn;t very good. The whole band got together, and nobody knew how to start, so we just talked about the holidays and stuff like that. And then I said "ah, screw it" and dished out to him that we are here, because we want him out of the band, because he's not much of a singer. He doesn't have any grudges against me, and whenever we meet, we talk for a bit. And it turned out better for him, too. Instead of being a lousy singer, he's writing a biography for a rock star. Life, eh?
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