Trying something different in a market with a strong allegiance to a certain type of pizza is always going to be hard.
That's precisely why you won't find Skyline Chili outside of Ohio, Kentucky, and Indiana (except for south Florida, where there are a ton of Cincinnati transplants). From what I understand, Skyline will not allow franchisees to open restaurants outside of these markets, and with good reason. To people who live more than a couple hundred miles from Cincinnati, Skyline is not chili, just like in New York this stuff isn't pizza.
What I'm about to say may eventually be proven wrong, but I think it's absolutely stupid to open a place offering "Wisconsin style" foo foo pizza in New York, especially if you don't even know what you're doing, which I think is pretty clearly the case here.
Anyone want to partner with me to open a Skyline Chili knockoff in NYC? I'm sure we'd never be able to keep up with the demand; partly because, from what I've heard, they already sell a ton of hot dogs and pasta in New York, and people could probably go for something new and different.