I have a 98 2door 4wd. Bought it from my brother in law back in 2005. He had it since new. It had 125k on the clock when I bought it. At 225K miles I had the transmission replaced because of a terrible 1-2 upshift. Almost 3k dollars. Looking back I should have tried to overhaul the TCC valve in the valve body. Maybe get a few more miles out of it. 4 years later (only 37k miles on the new tranny) I loose reverse, second and fourth. Stripped collar on the reaction sunshell. This time I pull the transfer case and tranny myself and have a local shop replace the sunshell. While the tranny is out I pull the engine too, it has 262K miles and burns 2 quarts of oil in 3K miles. What the hell. Had a shop rebuild the engine and I put it all back together (a smarter move would have been to buy a goodwrench longbock from jegs for 2K). The whole project took a while but is very doable. I did it in my back yard in the gravel. A concrete slab to work on would have been nice. A lift would have been heavenly. Buying a 20 year old truck, you will likely be replacing a ton of front end parts and a few broken interior parts here and there. All of this isn't rocket science. Just a fair amount of hard work for a do-it-your-selfer. Get a manual and consult the internet when you get stuck. I like older rigs so I say go for it. All that being said, its important to think about the financial side of things. If you do like I did and replace the entire drive train and front end suspension, you will have alot of money in a rig with a book value of maybe 3k. Financially, maybe not the smartest move but what the hell. I get a ton of satisfaction of working on my old trucks.