From what I recall of Scum Usopp, he was generally a beast. He would in all likelihood avoid to defend me considering I'm Town, unless he had a very specific peculiar objective. Usually that would strike like a very weak Gambit and Scum Usopp is not quite familiar with weak Gambits. I mean he could WIFOM his way out of this, but when we balance pros and cons out it presumably ultimately remains a weak move.