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Well a small amount of digging has uncovered some pretty bad news. I did not do a full leakdown test as I was so depressed with what I found out but I will soon.
Cylinder 6 had good leakdown numbers, no loss at 50psi, yes I should have gone higher but my leakdown tester didn't have a long enough line to run it and counter-hold the crank against spinning while testing. I have ordered a 3ft extension to complete the test.
Results found:
Cylinder 6, no leakage at 50 psi
Cylinder 5, significant leakage at 50psi, air escaping into crankcase due to borescore and/or hole in piston not yet found. I can place a rubber glove onto the oil filler cap and inflate it while cylinder 5 is pressurized.
I pulled the exhaust manifold off bank 2, so I could look at the exhaust valves, they look OK, but I could see scoring in the cylinder when the valves were opened. Some lighter scoring was also noted in cylinders 4 and 6 suggesting the debris did bounce around.
The photos of cylinder scoring are blurry due to my $40 borescore, the shot is from behind the open exhaust valves. The scoring can be easily be seen with the naked eye laying underneath the vehicle with a flashlight.
Not sure where to go from here, it will be a long while before we can raise the money to fix this, just such a gut punch...