missing-backfire after overheating
They should all be within 10% of each other, there are obvious problems there (assuming
those test results are valid).
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they occurred next to each other by coincidence. Hope so, anyway.

It seems to run fine until you put it in gear? I've seen that here before but can't remember
the specifics.
BTW I'm assuming an auto transmission, correct?
Also, please click on User CP in the top-left and finish filling out your profile so we can
see where you're at.
Back to the engine.... The compression & leakdown tests look OK to me - the engine is
a bit worn and is definitely not a Spring Chicken but should work.
If it were a collapsed lifter or stuck valve or whatever, I would think you'd detect
something odd in the movement of the needle on the compression gauge when you did
your tests, those two cylinders would behave differently on the gauge than the other four.
That's not the case, is it?
My first suspicion is gonna be electrical and ignition-related, as in some wires get
shorted or disconnected when moving the shifter lever.
Do you have a volt meter? What voltages do you get at the coil while in Park and then in
Drive?
But, that's not going to explain pulling the #1 & #2 wires and not making a difference...
Swap the #1 and, say, #6 (or anything other than #2) wires and start it up, pull the #1
wire, is the behavior the same? Plug it back in and then pull the #6 (or wherever you
swapped it with) and see what the behavior is - does the problem follow along or stay
behind?
Did the affected cylinders leak compression at all? Go up to 105 and start to drop after a little? etc...
Also did you remove ALL the spark plugs during the compression check?
A Head gasket on a 300-6 can blow in one of three ways.
1: Water to Oil: Symptom Milky engine oil.
2: Water to Combustion chamber: Symptom, steam coming out exaust.
3: Cylinder to Cylinder: Symptom, two adjoining dead cylinders. A Compression check will only diagnose this if ALL the plugs are removed as it will still seal between them with the plugs in.
It could be a bad head gasket between combustion chambers. Perhaps between #1 and #2. with your previous tests. Redo the compression check with all the plugs removed if you didn't before.
It could be the load on the engine with it in gear. Bad valve return springs due to heat damage, valves or hydraulic lifters collapsing under engine load. Check and change the engine oil as well.
After changing the plugs and oil, if it still does it, and you can't get anywhere farther with the compression check, you will need to remove the valve cover. Then run the engine briefly, with it under load, it will be a little messy but you will be able to see which valve is sticking or malfunctioning and where.
A vacuum gauge may not be the best way to time this engine. The best way would be to use a timing light and the emissions label on the radiator support. It should be timed either at 6 degrees or 10 degrees BTDC.
high altitude and low-octane gasoline to adjust for.
gordo: Is the truck native to Colorado? Or did it migrate from sea level?
I'm in the Denver metro area, down around 5300'; I seem to recall reading to advance
the timing one or two degrees for every 1,000 feet in elevation but it's been a LONG
time saw that, I could be mistaken.
In any event, my timing is around 14 BTDC and I re-jetted the aftermarket carb, down
I think one size as two sizes seemed to burn a bit lean ( as determined by the color of
the spark plugs after 1,000 miles). Holley recommends going down one size for every
2,000 feet in elevation.
If the guy lives up at 9 or 10,000 feet, different adjustments will need to be made.
My vacuum gauge shows 16-17 in normal operation at a warm idle.
I should also mention I have a 400 V8.
The gasoline octane readings here for pump gas are generally 85, 87 & 91.
I could probably retard my timing and use 85, I use 87 right now and seem to do ok (no
pinging under load) but my engine has been rebuilt and is pretty far from factory.
Do a google search on this and you'll find a lot; here's a link to some stuff, it appears
to be authoritative on first glance but I didn't read it, just skimmed through it. It's
directed at Saab owners but that's OK.
Another link to a Holley PDF on performance-tuning techniques.
For gordo, I would suggest starting at 12 or 13 BTDC if he's down in the lower
elevations, I would say up to 15 BTDC if he's up at 9 or 10,000 feet.
The best way to adjust the carb IMHO is with an exhaust gas sniffer, this is one area
in which I think modern EFI just rocks.

Altitude Adjustment
www.holley.com/data/Products/Technical/R7849-2.pdf











