A lot of good counterpoint in this thread. As a former owner of 3 Jeeps, I echo the comments about mileage, reliability, bang-for-the-buck vs other choices, etc....
It certainly looks like the tires are undersized and a lift/larger wheel setup would make it more off-road worthy...but that's not what you described for needs, Kat.
This is more of a sportscar for someone so hooked on SUV's that they aren't willing to actually BUY a sportscar.
Unless you can jack one on the cheap, I'd probably consider other options first. Dropping a V8 in the VX isn't a bad choice either. You're still more unique.
Even the post above provides some more unique options.
If you really want an off-road Jeep, maybe you should consider one setup for that? Do you really want/need 420hp? Would it be easier to add some of the STR8's styling cues to a "standard" model? Or vica-versa?
IMO, the best option is to own a sportscar for summertime...and swap out pony duties to the VX on other days. Older, low-mileage cars can be a good option if you have to pay personal property in your state. Often you can save almost enough to pay for the extra vehicle insurance.
2001 Ebony VX and 1989 Custom 383 Corvette