Ive had a few daimler vehicles and have not had any auto trans issues which i could blame on the factory.
1. 2001 grand caravan 3.3. Bought at 18k and sold at 80k. Towed a pop-up camper with it. This at the infamous it-will-fail-you 41TE trans. transmission never missed a beat, ever. It had a couple of minor issues with vacuum things and plug wires.
2. 2002 grand caravan 3.8. Bought used around 100k. poorly maintained but the body and interior was very good and the price was right. It was on blocks 3 months before we drove it. It had niggling transmission issues the whole time we had it, and it took a secret sauce of new solenoids, lucas atf thickener, and lubeguard black to get the gearshifts close to tolerable. Im pretty sure i caused complications with dirt intrusion when i did the solenoids. i can’t blame daimler for any of its issues as the previous maintenance was pretty poor.
3. 1993 grand cherokee, with the rare aisin 4spd trans. I bought it around 200k and put dexron 6 in it. I dropped the pan and found all kinds of big metal parts in it, like 1.5” round shims, split in two, in the pan - crazy. Trans never missed a beat. I have no idea if it was oem or rebuilt. Trans was in much better condition than the engine.
4. 2008 grand chero with the wa580 trans (nag1). This may have been the best auto trans ive ever owned. Its at least on par with the 5spd in my toyota tundram 2006. Sold the WK early in life, around 70k due to stalling issues which were becoming prevalent with no codes or internet (or dealer) cures. The transmission was the best part about that vehicle.
5. Honorable mention. had the pleasure of driving my in-laws gen1 LHS for a couple of years. This was an odd duck with a FWD, but longitudinally placed engine, like a subaru. They did not maintain their cars beyond just oil changes. at 100k i had new atf flushed in. At 200k it was still on the road with my brother in law, who drives everything like he stole it, every day. the engine went dry on oil and siezed one day. 5 quarts later, it soldiered on for several more years, with a lumpy idle to show for it. To my knowledge, the trans never missed a beat.
i drove a couple of the 9-speed cherokees and told my son, absolutely no freakin way, seeing how they shifted. Absolutely not. turns out, after going home and reading up on them, it was good advice.