I think the way I'd handle it with one of my good friends would be to more or less immediately talk about it (face to face), and then ask him if he'd prefer that I pretend that nothing is wrong, unless he wants to talk about it. I'm fairly sure that that is how I'd hope to be treated by my friends, so I suppose that's how I'd treat one of them.
I guess the only thing that you'd really have to try to avoid would be talking about things that he'll likely not be around to see. Like Iginla hoisting the Cup next June, or the badass vacation you're planning for next winter.
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