I think before I do any of that, I’m gonna throw a Hail Mary here and see if the expansion tank isn’t the problem. It’s never been replaced, and it’s not wildly unlikely that a 10 year old piece of plastic exposed to countless heat cycles + the potential heat and pressure stress from last week’s adventure on the highway could cause it to warp around the neck, causing both vacuum and pressure tester tools to get a poor seal. So I think I’ll get another expansion tank online and then if that doesn’t solve the problem, I’ll get the truck towed to reputable local indy JLR shop and have them do the engine diagnostics.
Finally, thank you for the kind words and well wishes. This has all certainly felt like a gut punch, but I have to remind myself that over the long haul, even a $10k+ repair on a vehicle that I got for $15k isn’t going to break the bank, nor will it be something I have regrets about when I’m laying on my death bed 50 years from now, lol.
@ Rendak - what is the service history of your vehicle?
In other words, How many miles do you have, are you the first owner (who owned previously), what has been done with the engine and cooling system already, how often do you change the oil, what kind of fuel is used, etc?
Those details are going to be important in figuring this out.
I can tell you that the fluids changing business is super important. I have been pretty fastidious with my oil changes (around 5,000 miles or one year between changes) and in going over the engine after my recent tear down (still a work in progress)...my OCD must have made a huge difference. I have 90,000 miles (some tough) and 15 years of wear on that engine and things inside looked great - no issues and no issues even developing. But...There are a lot of folks who don't change fluids (particularly engine oil and transmission fluid/oil) and wreck things. In fact, Land Rover said that we were supposed to change the oil every 15,000 miles with the V8 (AJ133) I have...which is completely ridiculous and insane. There are a million spots in that engine where gunk can block oil passages and whatnot which will destroy the engine and can easily cause problems with the heads which could cause symptoms like yours.
So to put it simply - if you are at a fairly low mileage (less than 150,000 miles) and have been good to the engine, then I would guess that this could be tricky or strange...but totally doable. If, on the other hand, the engine has not been well maintained, then this could easily be the head gaskets or something else similar regardless of mileage which will be ugly. As I am sure you know, these aluminum engines can warp easily from heat and those heads, and potentially the block, could be way out of tolerance if warped. That situation would indeed require a new (or reman'd) engine (Yikes).
I doubt it is the expansion tank and from your description this sounds like something more complex, potentially very bad.