I am the second owner of my 1999 Cadillac Escalade. It had 53,000 miles on it when I bought it and I paid $18,000 for it. It was cheaper much than a new one. I got the Cadillac luxury for a Chevrolet Tahoe price. I love the heated seats, Boise stereo, security sys, and Vortex engine. But who was the fool engineer who put the oil filter horizontally above the 4 wheel drive transfer case? Oil runs down my arm everytime I change it. I have hauled 20 bags of cement or 25 cement blocks with no set down problems. This truck has a great suspension. I had to change the front disc rotors, they worpt. Also, the front suspension rubber bumpers needed replaced. This truck tows a 20' ski boat no problem. When in 4WD the front end is jumpy. But 2WD provides a great ride. The tail gate hard for my wife to get down but its better that the double doors. I will buy a used one again...
The fact that it's a Cadillac. The nicer front end looks better than the one on the current generation. Heated seats and mirrors are a must. It's a hauler with luxuary. the Vortex engine is great. I like the four drivetrain selection options. The Boise stereo speaks for itself. I also like the fact that it runs on regular gas. I save a bundle at the pump. It has many cup holders. My wife took it from me and loves it.
Relocate the oil filter! The Vortex runs cool so it takes a while for the heater to produce hot air. The front rotors shouldn't have gone out at 55,000 miles. For a short person the tail gate is hard to get down. The steering wheel is off center by and inch or 2. That's it.