Look at it another way. Are you going to complain about owning a Victory--that the brand is now defunct & that the support for it is waning? Or are you just going to buy a "me-too" Harley Davidson & just blend in with the crowd? I mean, I've had a 3000GT for 10 years, and that car NEVER got the looks of the VX from passersby. And my 3000GT looked pretty damn nice--and is way more rare than a Camaro, Firebird or Corvette.
Expensive is relative. $2600 for a head gasket is expensive--but probably not too different from a lot of other similar repairs on other platforms. I can't even begin to explain how much coin I've dropped keeping my wife's Sonoma up to par.
Bottom line: The VX is an all-in deal. You have to love it. You have to want it. And if you're handy with a wrench, that's a major plus. They're not great for families--although the back seat is roomy; no 2-door anything is. And you just can't compare it to later-era vehicles. Compare it to a same-year Wrangler, and you'll see why the VX is so much better. Better power. TOD AWD. Competition-grade suspension. Premium Recaro seats. And a design that you don't see on every street corner. I lived in Utah for 1.5 years & never saw another one. I'm in Georgia now, and have yet to see another down here. And for 2100 miles in between, never saw another one. You'll never get this many compliments & rubbernecking in a Jeep though--I promise you that. Rabid Jeep fans might love your Jeep...but average joe won't know/care. But even average joe can see the VX is something to behold.
p.s.
I also gotta ask what kind of mods your ZJ had that make it seem so great to you. Sure a lift & 35's may be some people's holy-grail for the VX, but even stock with a wheel/tire upgrade--it will off-road with the best of them. I honestly don't know that ANY stock production vehicle matched the VX's stock off-road capability for 10+ years.