It must be tough to have to pay someone to be your best friend. I mean that's what he needs, not some Ranger representative babysitting him the whole time. He needs an old buddy that actually cares whether or not he boozes out, and isnt in it for personal gain (see: profit).
That said, if he just had a beer or some wine in moderation it might be alright. If he got whiskey hammered however that's a big concern.
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