Hey guys. Sorry for the delayed response. In my profession Sundays (and the beginning of the week) are quite busy. But don't think I haven't been reading and dissecting all your awesome help! Let's see if I can answer any questions:
Regarding the low compression: I agree it seemed odd, that's why I mentioned it. I think he was extrapolating out from the "observed significant blowby as evidenced by smoke puffing out the dipstick".
Regarding the coolant leak: He did an overnight pressure test and didn't find a single drop on the ground. I suppose it could have pooled on something, but I haven't noticed coolant under the truck at all.
So that leads me to think it's a coolant leak into the cylinder, but some have said if that's true it'd hydrolock. I'm not experiencing that. It starts right up in all weather (I usually plug it in below 32F just to make starting a bit easier). So does that mean it's only getting into the combustion chamber when it's running? Does that (further) point to head gasket?
Yes, I agree with the overall consensus that is stinks that I can't do the work myself. As a former Mechanical Engineer it kills me. But with it being 16 degrees outside, and new job, that just 'aint happening.
Smoke. That seems to be the thing that everyone needs to know. Here goes my best description: White with a tint of blue. When it's snowy outside, I can hardly tell it's smoking. Until the person behind me comes closer and their headlights illuminate a huge plume. Hint of blue when the lights are shined on it. How much? Enough to envelop a car next to me at 2 minutes at a stoplight. It's worse the colder it gets, but definitely still around (hit 40 today and still smoking). Here's an older pic at idle:
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More smoke info: when I put it in neutral and gas it, it rolls deep dark smoke. Similar smoke when it doesn't kick down a gear and I go up a hill. I'm thinking that's normal for a diesel (I kinda like it...). Another weird thing, is it smokes really bad at idle. Increases in quantity up through about 1/4, maybe even 1/2 throttle. But when I put my foot in it, smoke goes away. That seems odd, so thought it might help.
I've checked the dipstick, there's no milkyness to it (I submarine'd my dirt bike a couple times, I definitely know the milky). There is some oil residue in the recovery bottle, but I'm attributing that to a poor flush after the head gaskets were replaced. Doesn't seem to be increasing in oil content in the recovery bottle.
I did run two tanks with a can each of SeaFoam in it. Seemed to help maybe a bit after the first one, but it came back and still there through the second tank. Thinking of picking up some AutoRX (but that stuff is spendy! Worth it if it works though I suppose...)
Thanks for all the tips guys. Keep them coming! I want to get to the bottom of this!