This might be TMI, but here goes.
I ordered my '98 12V (2500, club cab, long bed, SLT/leather, rubber floor mat, etc. ) in August, '97 and took delivery in October. I've put 240K miles on it. I still enjoy driving it, even though cruise control has died. I don't know that I would (or could) do anything different.
The paint is holding up well, even though the body is starting to show its age. A semi backed into me at a fuel stop and bent the front bumper a little, but I never bothered to fix it; it's hard to see. The grill is cracked and needs replacing but, again, it isn't bad enough to worry about just yet. The bumper plastic parts are oxidized and ugle and starting to fall off. The vent visors and bug deflectors I bought from Genos's are showing their age after around 200K miles, but are still solid and well-attached.
I believe it still has stock timing. It's got 3K GSK, 215 injectors, Stancor replacement intake heater relays, ATS VB and TC and stock plate slid forward (or backward, whichever way gets more fuel). I can still get around 19 MPG (empty) if I keep it at 75 or less on the highway (or keep the boost under ten PSI, and even closer to 5 PSI). The exhaust blanket from Genos has been on for around 200K miles and still does its job.
Engine, trans, xfer case and diffs are filled with Amsoil. I haven't drained the oil since 160K miles when I installed the dual bypass filter unit. I just change the filters and add more oil. The engine needs to be 'freshened'. It has enough blow-by to require a redneck crankcase ventilator (to reduce oil consumption), and it has a good layer of oil generally on the bottom half.
It has happily carried 4000# of gravel, firewood and horse dung in the bed a time or three. I made a bed mat out of 1/2" conveyor belting; it's aging, but still holding up pretty well.
I installed Rickson 19. 5 wheels and am on the third set of 19. 5" (currently Hankook) 225/70 tires; it still drives like a sports car. I've had a set of KYB GasAjust monotube shocks on it for around 150K miles; they're still pretty strong.
I've put 4 (I think) track bars on it. I've replaced tie rods and ball joints a time or two, replaced one front hub/bearing and both front axle u-joints twice. I installed the DSS steering stabilizer, which made me relearn how to drive the truck. I installed a Flaming River steering shaft back around 50K miles; it's still going strong.
Front rotors have been replaced a time or two. Rear drums were turned once. Rear bearings and seals were replaced a year ago. Rear trans seal and xfer case were resealed then, too. The front seal needs to be replaced.
I replaced headlights and taillights once, and replaced dash lights once. I replaced the batteries once with red Optimas. The leather is holding up nicely, but is starting to show signs of wear. Except for a few signs of aging, the interior looks nearly new.
All in all, it's still a pleasure to drive, though I would like to replace all suspension bushings to tighten it up a little. And I really should replace the Rickson wheels (powder-coated steel). They're looking 'well used' after 180K miles.
It only left me stranded once, when the fuel filter bolt broke and dropped my fuel economy to 15 gal/mi. For a 1/2 mile. John Styer ferried me around that night to find a bolt that would get me home.

I wasn't really stranded (I was at home) when the intake heater relays stuck on, drained the batteries and melted stuff on the engine. But it was annoying when the dealer fixed it, but didn't notice it had moved into the '0-60 in the same day' class. Turns out the AFC boost line had melted, preventing full fueling.
Find one assembled in Saltillo, Mex. They did a pretty good job with paint, fit and finish that year. As with all things, your mileage may vary.