Ford Super Duty (1999-2016) :: Stalling Under Load / Intermittent

My current truck is an early 99 F250, 7.3L diesel, CC 4x4(manual shift transaxle) auto transmission. It is basically stock, with the exception of a hutch/harpoon and a new fuel pump over the winter, an AIS intake. I have a magnaflow exhaust kit in the garage along with bellowed up pipes but have not installed them yet.

Here is my issue. Several times over the last 2 years, the truck will pull a load, or long trip, and with complete randomness, the engine will feel like it has shut off, there is usually a jerk or two, and the truck "restarts" itself and continues on like nothing happened. Last year we drove 1.5 hrs from home with the boat in tow, driving up Snoqualmie pass, and it died completely, no restart. We had to be towed home. It started right up at the shop, so no real clue of what happened.

When this happened, I had the fuel system checked for pressure and replaced the engine fuel filter, and all was good. I also had the Cam position sensor replaced/updated to the new grey sensor. Shortly after, I had the minor jerk/stall occur again, so I replaced the fuel pump and did the hutch/harpoon mod to ensure there wasn't an intermittent fuel pressure loss and that the in tank filters were not clogged.

Last weekend, i pulled my boat to Oregon, and the same "hiccup" happened as I was about 1.5 hrs into my trip. it was fine after that the rest of the 4 hr trip. We also drove back the same route and had no problems.