I drive a 2k WJ Laredo with a 4.0 and the 242 TC. 217k+ miles now with no major issues (bought it used with 40k on the clock).
I did have to replace the rear door lock actuators. Takes 10 minutes per side.
I have replaced the water pump/fan clutch.
ETA: I also replaced the rear wiper motor.
That's pretty much it, and I abuse the vehicle with very little maintenance.
I've done a ton of
optional stuff to it recently, but none of it was
required as far as repairs.
2nd Edit, as I've now read the responses:
Tail lights: It's a ground issue. One sheet metal screw and you're GTG again.
Transmissions: NOT a regular issue with the WJ... unless it's been used to tow something really heavy (I tow a 2k+ lb boat regularly).
Glass/gate/hood lifts: They all fail over time. These vehicles are 7-11 years old.
Front rotors: Warpage can be an issue with panic stops... as it can for most passenger vehicles.
Windows: Not a regular issue.
Various electrical: Other than the door actuators and tail light ground, not regular issues.
"Blend" doors: An issue on Limiteds with CC, not on Laredos without.
A_R_C, if you don't buy it, shoot me an IM with the info. 2k is a damn good price.