Hopefully this is the final update. We took our GC to a different dealership this time around. It was nice to meet an advisor who owns a 4xe and to top it off, when we talked about our issues, he got on his hands and knees to look himself. He laughed and said yeah, "you guys have a problem. If this was residual as the last dealer claimed it wouldn't be fresh. It would be covered in road grime." Needless to say, when they got it up on the lift and disassembled everything he took a picture of the transmission line fitting with oil weaping out of it.
We got it back today, and he mentioned that they couldn't see anything else outside of the fitting causing a fluid loss. No crack in the case, but told us to keep an eye out. He said since they didn't make the repair last time they couldn't pin point why that replacement connection fitting leaked if they did actually change it. He also said they didn't find it loose, as well as the o-ring not broken or pinched on the fitting itself. Contrary to the last dealership who had it 3 times and claimed it was residual, the leak was substantial because our advisor on this trip told us we were over a quart low on transmission fluid when they drained it. So basically a little more than a quart loss in 3 weeks of driving or about 1500 miles.