Completing a Master's at one of the Italian universities

If I were you (and this is how I ended up in Italy), is stay there, finish your studies, and then see what is here.

I would even go as far to say get a few years of experience there first.
When you are hired and brought here from the "mighty" USA, you get a pretty handsome paycheck.
Finishing studies in Italy, you are no different from all the other Italians that are here, in fact you lack Italian language skills that these others have.

Me being brought in from overseas, are making about 4 times as much as my fellow colleagues. (Of course my back ground experience always has a jaw dropping effect).. so that helps.

There are just no jobs here for locals...