Isn't that true of most Chrysler products?
Some, yes; others, not at all.
The new Cherokee uses the FWD-based 9-spd automatic. While this transmission hasn't exactly seen
mechanical issues, in some vehicles it has been plagued with software problems--shifting funny, maybe not wanting to shift at all, etc. To their credit, Chrysler keeps massaging the software and continually offers updates... which can be hit-or-miss in their effectiveness. Matt Hornback has had nothing but trouble with his Cherokee's transmission behavior, yet I have other customers who have not lodged a single complaint with theirs. It's very frustrating.
The Grand Cherokee uses RWD-based transmissions that have nothing in common with the FWD unit in the smaller Cherokee. Indeed, the newish 8-spd automatic (which is also used in Ram trucks and the 300/Charger/Challenger) has been rock solid awesome. It gives great performance, good economy, and it just seems to telepathically know what gear you want it to be in at all times. Matt Hornback has this trans in his 1500, and he raves on and on and on about it.
The Journey has never offered any sort of low range 4wd system. It is actually built on a modified Dodge Avenger platform, with an optional AWD system being grafted on. It can work well on snowy roads, but it's not a vehicle I would consider for any sort of meaningful off-pavement driving. For the curious, this vehicle does not use the 9-spd automatic transmission; instead, most use a slightly older (but much more problem-free) 6-spd automatic.
The Liberty is just the opposite. From day one, it has been designed with off-pavement use in mind. It's 4WD systems are essentially identical to those which were used in the XJ Cherokee of yore, meaning every 4WD Liberty has a 2-spd transfer case. On topic, the only automatic ever paired to the Liberty's V6 engine was the venerable 42RLE. Personally, I don't think there is anything wrong with that transmission that an aftermarket fluid cooler can't fix.
HTH