I am more like you. If you put those two coins on the CT sale site at the figures you paid, yes I would be a buyer. I too would love to own those two pieces of early American history. I could overlook the flaws. Heck, my wife overlooks my flaws every day!
I think you may be into the Fugio a little heavy. The detail is nice but the damage is pretty distracting. i think you are in the Nova at a very attractive price. I would have no qualms paying that. I have seen ones much worse with significantly high prices being asked. For a Nova it is actually a rather nice piece. The only reason you would have any difficulty selling it is simply because there aren't a lot of people collecting them.