I've got a roots blower on my TJ. If you're just looking for performance, my ranking of suggestions would be as follows:
Proper gearing.
Stroker.
Stick with NA and learn to appreciate the simplicity.
Centrifugal SC like a ProCharger, with an intercooler.
Turbo with intercooler.
Roots/screw/etc supercharger with an aftercooler.
Roots/screw/etc supercharger with meth injection. (where I am)
In other words, if you're forcing air in, do it in a way that allows you to run a good intercooler.
I would also recommend tuning the PCM directly with the proper injectors and map sensor, vs dicking around with a piggyback. HPTuners work well with your factory PCM. Of course you ask what to do before boosting... well don't forget all the supporting parts. The tuner, wide band o2 and guage, boost gauge, 2bar map sensor or better, bigger injectors, colder plugs, etc. If you're going more than 7psi or so you've got a whole additional set of concerns, like head gasket and studs, etc.
Engine swaps are done a lot, I haven't done one, I don't know what the issues you run into along the way are. Adapters are available. My guess would be getting the gauges to all work nicely might be difficult depending on the motor.
I have an SRT10 Ram that I'm currently fighting over the title with the state of MN, so it's just parked behind my garage collecting dust. I have eyeballed the size of that 8.3 v10 many times...
They actually fit in there pretty nice