Here's a suggestion, if you want the '88 Jeep then just buy a nice DD. If you want the Z, buy the Z, sell the Jeep and get a nice DD. Either way you should only have one modded car and one DD. Once you buy a house and are clearing $100k (meaning your previous years income was that) then think about having two moded cars.
"The 300ZX Turbo is a dance; it's a song; it's rolling, roaring automotive art. There is no color that doesn't suit it. There is no mood-lifting chemical substance it can't replace." - Automobile Magazine