I'm in the same boat as you. I currently have a 2011 VW Sportwagen TDI which will be bought back by VW this coming fall. I'm planning on buying a used GC. My commute is 60 miles round trip in heavy Boston highway traffic (60% of those miles are at 50+mph and 40% at 10-20mph stop and go). I love diesels - the smell, the clatter and the fuel economy. I regularly get 35+ in the aformentioned conditions and about 45mpg on the open highway. I'm also stage 2 tuned (305 ft lbs of torque) so I've always got my foot in it.
I really wanted an EcoDiesel... I tried to come up with every reason for one but ultimately with the complexity of the diesel emissions today it isn't worth the hassle in my opinion. In 100k miles on my vw I've already dealt with replacing the DPF & EGR and it wasn't cheap. Additionally, it is hard to find good mechanics for these machines. I don't want to break down on a road trip and have to ship my vehicle 100 miles to a mechanic to have it fixed. The Hemi is a proven engine and easier to work on (IMHO). Lastly, the fact that the FCA MaxCare lifetime warranty isn't available on the diesel has sealed my decision to move forward with the Hemi. Right now I'm out of warranty on my VW and it is a scary time knowing how expensive some of these parts are to replace (i.e. HPFP failure could cost up to $6k to repair depending on how much damage it does when it goes - although I've already had that happened too).
I know I'm talking VW vs. Jeep, but given that VW is known for their diesels and knowing how much trouble they've had with the increasingly more difficult emission standards, I don't think I want to deal with it again.
Sometimes I wish I had just kept my 2001 F450 with the 7.3. Those were simpler times