I purchased my first Wrangler 18 months ago. I have some regrets about that specific Wrangler...(soft top, manual locks, manual trans problems, steering problems). But after about a year with it, I purchased a second one for my wife, which has been regret-free!... I wonder if you know anybody who bought a Wrangler and regretted it?
I think to really answer your question; I'd never go back to a regular car or truck unless I had no other choice. It's a Wrangler or maybe a Gladiator from here on out for me. Similar to you, I had an '03 Mustang, which I loved at the time (I still have the shift knob!), but if I still had it, I'd choose to drive my full-of-regrets Wrangler over it any day of the week.