First of all, WELCOME!!!
It's always great having new members. (So join up and post all you lurkers out there!)
Most people are worried about getting busted when they start OCing. It's an abnormal act by today's standards, especially in urban places, and the common sense of most people would make you think you'd get busted.
However, you have on your side a few key facts. We have total state pre emption of city and township carry laws, an attorney general opinion that keep us from getting busted for brandishing, a DTP law that doesn't involve guns, and no known OC arrests for those who were following the law properly. If you got arrested, the worst case scenario would very likely be that the on call prosecutor would tell the cops to turn you loose immediately. And the fact is, we here have OC'd in a lot of places, including a few locations where the police said you would get busted without a doubt, and nothing has happened.
As you said, the problem is your desire to be a cop. Police interaction like this COULD come back to haunt you. If I was you, what I would do is come to a meeting if you're interested, and you don't even have to carry if you don't want to. It would build your confidence, and even if you aren't packin', it's still a way to support the cause.