The only NA skyline I'd get is an Aus R31.
there are so many other BETTER cars for beginners.
I would much prefer a Corolla sx or gti, Pulsar SSS, swift gti over an NA R33, R32.
or since your old mans a mechanic, why not get an old school escort and build it with him?
little hatch fwd's are perfect for beginners.
not only is it harder to get in to trouble, they are cheaper to buy, they are cheaper to maintain, less on insurance, less on fuel, more rewarding to drive.
for $7500, you could get a REALLY good condition version of the above cars.
My opinion only of course.