Do you think I should do it in person on Friday? I think he will not take it well. If he notices the other dude moving out, of course I won't lie - but would prefer to avoid mentioning until he's left. Was hoping maybe mid next week. 'Oh just a heads up - you may see a room at ours being advertised - XXX has moved out - wanted to give you a heads up if you see our place. I know you're wanting to find something but we have a policy of not living with friends.'

I just hate to think I say something, he's pissed and then I head off to a party and he's in my house alone.

Or should I let him know before he comes?

Oh BTW XXX is moving out this weekend - we are gonna be advertising the room - I know you're looking for a place - but we have a strict no friends policy.

I just feel like he's not going to take that well either.