As an update, I finally got around to spending an evening tinkering. The results =
I started off by inspecting both the FMIC hoses. I suspected they were fine but removed them and looked them over anyways. They were. The FCV was all oily, but open. On the note of the FCV I always felt like the engine shut off a "bit rough" based on everything I read about the FCV and its function. I was never worried, I just assumed the FCV wasn't doing its job. More on that later.
I noticed where the end tank of the FMIC meets the core on the hot side was a bit oily. Makes me wonder if there is a leak there.

Some day, after I do an EHM of a sort and feel like cleaning everything out I will inspect, until then it is what it is.

I ended up pulling the MAP.

Cleaned it up, took all of 2 mins.

Also bled the fuel filter. Had no reason to believe it needed it, but figured I was playing around I'd spend the time. I also noticed one of the plugs was "modified" at some point by a previous owner/mechanic.

Is this the connector that tends to "overheat"? I wonder if this was fuel head was replaced at some point?

Last night I spent quite some time, browsing all 540 posts

of MrMopar64. I learned a lot!

I am like a sponge at the moment, trying to take everything I can in. While browsing his posts, all 27 pages of them I found it mentioned to bypass the EVM and it made me think

about papaindingo's posts. In the post/topic MrMopar64 commented about he bet it would be the EVM, few posts later the OP commented how the bypass solved his issue and his CEL.
Anyways. I spent all day wrenching worked on 2 of my cars, my truck and Jeep last. I really wasnt paying attention and "thought" I bypassed the EVM properly.
I took the Jeep for a spin. Immediately I noticed more power. I thought, was it the MAP clean or the "bypass"? Put about 5 miles on it and the CEL came on. Then I had no power and it was like in a limp mode, took FOREVER to get up to 65mph back home.
Got home checked the codes,
234 - Overboost
299 - Air and fuel error
102 - Mass and volume air flow ciruit low.
Realized what I did wrong, I put it back to "stock" and took it for a spin just to see if it was back to the way it was. Nope, it still felt peppier, There was a slight delay then kick in power. It felt good! After a few more miles the CEL came on. 299 again. No limp mode. That made me believe the extra power came from cleaning the MAP, yet still a failed EVM.
This time I bypassed the EVM "differently" I am still unsure if this is the way you described it, but it "made sense in my head"
Put 25 miles or so on it, gave it "good solid" runs, stop and go, mash the pedal etc. No CEL. Felt much better, more power and no P0299. So looks like I need a new EVM. From what I read online it's only about $30 for the part (unless that too has gone up in price) Also after this drive session I noticed the engine shuts off a lot more smoothly, not rough AT ALL. I am curious to why its smoother now, I didnt really "do" anything to the FCV. I am curious, does the EVM or MAP play any part in the operation of the FCV?
I have a "non F37" TCM sitting here. I will probably toss that in tomorrow now that the CEL is gone and see how it does. I have a pretty good list of goodies to acquire, including TC, PML pan, shift kit. Maybe new pump, who knows, the list of "wants" grows longer as the days go by it seems. Approaching the 100k mark so the service parts are at the top of the list.
Just glad to have this darn CEL off. Now to fix the stripped oil drain plug.

Update 1: Light came back on last night
Update 2: And after a long, about 10 hrs wrenchin on all the cars yesterday, this afternoon I popped the hood and saw my mistake within a matter of seconds. First go around I bypassed the vac reservoir, modulator and solenoid all at once. 2nd go around I just bypassed the reservoir thinking it was the modulator.

I have now bypassed the modulator and am gonna take this beast for a spin.

Update 3: Put a solid 30 miles on it this afternoon, lots of stop and go. Shut the vehicle off 6-7 times. Lots of WOT. Lots of cruise. No CEL, no P0299. I am convinced its now bypassed and the issue is gone. Unfortunately the price has increased.
52109543AA - Modulator 2.8 LITER DIESEL
MSRP Core Online Price
$87.95 $0.00
$68.60Off to install this non F37 TCM
