I'm sorry, I totally am not understanding your arguments, why this discussion couldn't be held in a general way. Sure, for organizing Wikimania in this city it seems to be important, but I think it is important for /any/ city. The page doesn't include any arguments that I can understand which state why it would be /different/ if held in Italy. Or rather, why it should be.
You do propose already two members of this committee in your plan. I find that interesting, and not in line with how scholarships are usually discussed (by an international team, independent of the city), but personally I would be happy with the two of you being involved in any scholarship committee, again independent of the bid that wins.
In any case, I feel held back to engage in this discussion if that could be perceived as support for a particular bid - as I have not studied the bid itself. I think it would be better for the outcome of the discussion to hold it outside of that context. But of course you're totally free to hold any discussion you like, anywhere you like.