As a guy who's had several Jeep Wranglers, and who just bought his grandson one for his birthday, I will tell you: keep the truck. Jeeps are fun but they are crude and kind of like Harleys - you spend a lot of time wrenching on them. The best thing about a Wrangler is that it keeps a pretty good resale value, although that is much more so for the older models than the newer stuff. Don't get me wrong - they can be fun - but it's kind of like dating a stripper or prostitute. You get your jollies for a little while and then you realize this is not what you want to be doing with your life. Look at the chain of title on any used Jeep more than 4 or 5 years old - there's usually 3 or 4 owners in 6 or 7 years. People keep them about 2 or 3 years, have fun in them year 1, tool around in them year 2, and hate them year 3, then trade them in.
No way would I go from a Ram to a Wrangler in any universe, having had both. The Ram rides like a Cadillac; a Wrangler rides like an Amish busted buckboard. You can't haul anything in a Wrangler. Fuel economy sucks. Safety (relatively) sucks. They're loud and they're cold in the winter and hot in the summer.
Don't get me wrong - they're fun vehicles. Like I said, I've had several and I enjoyed the ones I had. But they are toys, not serious vehicles for living with on a daily basis. If I had enough room on my property to have a dozen cars, a Jeep would be one of them. But not one of the top 4 or 5.