Giovanni presents himself as a simple banker but he is also an assassin who wants to find out more information than they have been given. Would it be possible for him to get a job with the Initiative with the intention of spying on them?
I was thinking 'Researching timelines for missions' might be a good position for him since he could do research with little trouble, but how technical would that position be? He only has a Renaissance level of skill with machines. Or would there be a better place for a spy? If I decided to go in this direction with him, he would try to get as close to the inner workings of the group as possible.