Kudo's to you for helping your son and selling your Jeep to help him out and it shows what is more important in life.
You should get a lot of answers to your question but here's mine.
I bought a 2008 Sahara 4dr auto new and then later bought a 98TJ auto because some of the roads where we trail are early mining roads and there was no way to turn the 4dr around on some of the roads. Both Jeeps are coil springs and on a trip I'd rather drive the 4-dr because it's newer and rides smoother. However I enjoy driving either one of them the same (except for a long haul).
Good luck on your decision.