It occurred to me that you may be somewhat short on information about how your skills, and your commanders' skills relate to one another.
This is what your character, Iacopo of Rome, thinks of his commanders:
Commanders:
Johannes, is a pike captain whose impish youthfulness belies a keen tactical mind, despite his fascination with cities, particularly those on flat ground. He's also got a good eye for terrain, and a good grip on his purse.
Louis, the other Swiss captain, is a quiet, careful man whose company is nonetheless enjoyable, a man who understands that sometimes saying less is more. His grasp of tactics is solid as a foundation but perhaps lacking in finesse. He's unafraid to spend money if he thinks it's worth it. Louis knows how to keep his men fed, though, something you can't fault.
Giuseppe, the Italian crossbow captain, is an annoying man with a tendency to respond to just about everything with a comment he thinks is clever, meaning you've learned less than you would otherwise have liked about him. His primary experience is as a scout.