"Yay" withdrawn
I totally understand your fears of getting in over your head. I've known a couple of guys who have bought various classics and who knew nothing about working on cars and it hasn't ended well. The last 2 I knew/know of: one sold the car at a loss and the other is collecting dust. Both actually started as running cars which is even scarier.
Part of the fun of owning an old car IMO is keeping it running and fixing it up. Both daunting challenges if you can't turn a wrench well. Old cars often take work to just keep them running. Parts are old and they break and unless you're prepared to spend tons of money and time having someone else fix the vehicle, well. . .
I'm not trying to be a d***, always hard to determine tone online. But My own two cents is that you might want to rethink the entire classic as a first car for your son. Get him something w/ air bags, collapsible steering columns, and crumple zones and ABS. It'll be way cheaper, safer and more reliable in the long run and then you won't be shuttling junior to football, b-ball, band, etc practice b/c his almost 50 year old vehicle is yet again in the shop.
I've been there w/ my own son driving his 89 F150 as his first vehicle. And spent many an evening picking him up somewhere and/or fixing something so he'd have a ride to work or school the next day. He ended up not being a car guy (although he's starting to pick it up since he joined the Army and is on his own now)
I wish you the best of luck in any decision you make. If you're sold on a Bronco, maybe look into getting him a 5th gen ride...92-96, a/c, ps, pb, ABS, crumple zones, OBD II, air bags, shoulder belts, etc.