First question, will you adopt a 40-ish year old man, complete with wife and son?
What a thoughtful thing your doing for your son. I wish you both well.
Anyway, a laminated bass might very well be the best bet for your son initially. Englehardts and Kays are rock solid, and you seldomly have to worry about splitting seams or all the other #^$* that you go through with a fully-carved basses. As you will often see on this board, proper instrument set-up is the key to player satisfaction and advancement.
Therefore, you need to get to a shop that specializes in basses and is run by a qualified bass luthier. Why? Because set-up is the key.
Since you are located dead smack in the "middest" of the midwest, I personally cannot recommend a good shop close by, but maybe Farmerdude can help you out. He lives somewhere in Dorothy and Toto land.
I would highly recommend the shop that I frequent, The Cincinnati Bass Cellar. I know it's a bit of a drive, but you call the guys up, tell what you're looking for, and give them a price range. When you get there they will have 5-10 basses in a room and will leave you alone to play. When you're done, they will set up the bass to your specs.
http://www.cinternet.net/~astetson
513.661.6224 Andy Stetson or Chris Roberts
Good luck. I'm sure some of the professional jazzers will weigh in on this subject in subsequent posts.