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This is why I take special efforts to establish myself as someone who "does the right thing" (Always do the right thing, Mookie!)... I try to make it clear that I'm always going to be honest with all of my friends about what I think they're doing well and not-so-well in their lives. This doesn't mean that I tell them what to do, I just say "I don't like the decision you are making because ____." When people know that about me, it isn't awkward to approach them. Not that it will help you out much in this situation, but it is something to consider.
In this case I'd say you'd have to go to the guy, because he is the one making the decision that you don't like.
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Innominate.
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