I too started my Z passion when I was 16, though that was 32 years ago.
First of all, welcome to the club and congrats for working hard and saving your money. I know you will have a great time working on and driving a classic Z car.
The biggest lesson many of us have learned is that you should find the best body you can and put less emphasis on the mechanicals. I would rather start with a rust free shell for $1500 than buy a $5000 car that looks and drives nice, but has had previous rust repairs or has signs of chassis rust. Of course rust can be fixed, but starting with a clean car will make your life much easier. Trying to remove rusty bolts without breaking them will drive you mad.
Don't rush the process and take as much time as needed to find the right car. Expand your search area to include the southwest. When I got tired of working on rusty Z cars back in 1986, I drove from Ohio down to Atlanta to look for a clean Z. I have bought several nice cars from your area, but lately, they too seem to be few and far between. Later, I started looking for Z cars in Phoenix and other dry climates. If a car runs and drives it makes for a great adventure and if it doesn't, shipping isn't that expensive. $1000 in shipping seems like a lot, but it could save you thousands down the road and net a nicer car when you are done. Also, if possible, find a car that already has good paint. A good paint job will cost more than the rest of the car.
Good luck and let us know if you need anything. We're here to help.