We have a 1996 Chevy HD3500 with a 6.5/NV4500 at work. Bought it new in 1996, has been abused almost every day since new. Not as powerful as new stuff, a physically large engine (size/weight). Does what it needs to do, decent mileage, pretty quiet, no bad vibrations.
Research injector pump/injector pump driver issues. We have had problems with ours since new, GM gave us a 10 year unlimited mileage warranty on the injector pump/driver. They replaced it probably 20 times. When the warranty expired, we relocated the driver to the firewall, have only changed one driver out in the past 10 years or so.
Besides the driver, the injector pump itself uses some type of optic thingy. We haven't had issues with that, yet, but age and mileage does add up. I did just have to change the harmonic balancer and crank pulley, around $300 in parts, so look at those, too.
For a Jeep swap engine, I just don't know
They are all pretty old/high mileage by now. You could definitely get more bang for your buck with another swap
Besides the size/weight, you would also have to contend with the intercooler/turbo stuff.
For a work truck, besides the injector pump driver (GM mounted it on the injector pump, middle of engine, bakes, and fries. Relocate the module, much more reliable) it has been a good engine/truck. A few clutches (dumb ass drivers), a few sensors, pretty reliable. But, IIIRC, only 180HP.