Don't know what is the what with your F, but I can't imagine there is a lack of expertise and technical guidance in the Chicagoland area. Your expertise included, btw. You probably know more than you think. You're here, right?
More than that, I think it just comes down to having the guts to;
A. Attempt various fixes, knowing that you may screw things up but learn a great deal in the process. There's not too much that you can screw up permanently, and you can't possibly screw something up that hasn't been screwed up worse before, by someone on this very forum.
B. Trust that old bikes make noises, and that even if your bike isn't 100%, your bike isn't suffering from a bunch of hard-to-fix problems. You really haven't owned a bike until its stranded you miles away from where you were headed, anyway. Not to be simple or dumb about things, but isn't riding a motorcycle a way of overcoming fears? Having a bike quit on you is not a real fear to overcome. Its just a problem that you deal with occasionally.
I would like a VTR. I've heard a lot about this fuel injectioning they keep going on about.