[THEFERMANATOR]

I used PINKY on several ocasions to haul my V-20, it did pretty well. I held it down to 55-60 since I didn't have trailer brakes, but other than that it was fine. The GRAND's downfall would be the 42RE tranny. They are notoriously troublesome and weak, and should never have been put behind the 4.0L's torque. The WRANGLER you have uses a de-rated 4.0L(CHRYSLER doesn't publish that part, but the TJ's only got about 175-180HP program), and the GRAND would have the true HO 190HP or 195HP version in it. The regular CHEROKEE has a MUCH better drivetrain in it, but you still have that short wheelbase. If your not in a hurry, then any of the 4.0L SUV's will do the job. Your WRANGLER if it's an auto will most likely have 3.08 gears which makes them doggy. The CHEROKEE will most likely have 3.55's, and a GRAND will have 3.73's.

What year GRAND are you looking at? If your looking at a 99 or newer look for a V 4.7L, you will thank yourself in the end if you may tow much(not to mention the PERMANENT grin everytime you hit the go pedal). If it's a 93-98, then the 4.0L would be my choice. The 5.2L's are OK, but still fairly thirsty. It boils down to personal preference in the end though. The 4.0L in any year can pull a V-20 at highway speeds safely, but braking is best acoplished with trailer brakes as a bonus. I wish I would have taken a picture of my 97 CHEROKEE towing a WELLCRAFT 248 with a bracket and twin 225's on a tri-axle trailer. It pulled it fine, but it took almost a half mile to stop from 45.