What heads? I'm thinking exhaust valves and seats eat up, guides too(unleaded gas). But usually the intake guides will suck oil. Did you have the intake off? Look at the intake valve for heavy deposits on it, a sign of bad guides.

Yes a lot of carbon build up on intake valves. Should have heads off by end of day. And drop them off to the machine shop Monday.

The plugs would be black because if you are sucking oil it causes the fuel not to burn correctly. Try adding the paper gasket to the head side of the pan gasket, if need be use paper on both sides.

X2 X2. Both sides. member superformance (sp) has .015" paper gaskets to use on the valley tin. Permatex 99MA "high tack" the red spray thin glue/cement. mockup dry first to check bolt hole alignment

O.K. got the passenger side head off , don't care anything about big tube headers. Anyway I am not wasting my time by pulling the heads check out the valve stems . What would cause this type of wear?

Head advice , It has 346s which is going to need all valves.Which I don't think has harden seats. Should I look for different heads to have worked or buy some rebuilt 542 heads from Aero racing. Or some other vendor. The guy was told when he had it built that the builder install larger valves had Sixpack pistons, Which he got neither just flat tops pistons and upgrade valve springs.Just a big cam in a low compression engine.

I don't believe that is valve tip wear, just a difference in stems for intake/exhaust. I think by the time you have heads reconditioned or purchase reconditioned stock heads you'd be better off getting some nice aftermarket aluminum heads. They will make more power and shave weight off the front end. That is, unless you need to keep it OEM.

346's were right on the cusp of the changeover (reportedly some were hardened some werent). I would NOT get rebuilt heads from Indy (aero)

Good valve job on inexpensive 452 heads, they have hardened seats. Unless he has big bucks be done with it. He could spend a ton of money and not show much difference on a street car running pump gas. These guys on here will have you building a 1000 hp $50,000 engine for the street.

Found some 452 heads local that looks pretty good . Going to have them rebuilt and install springs from other heads. It is valve stem wear. Some of the exhaust has wear and some of intake. If you lay a straight edge across the valve spring there is height different of 1/8 inch between some of the spring which tell are sitting lower in the valve seats.11

That was from the unleaded fuel, I have a set of 340 j heads that did the same thing, about 20,000 miles on them.

they werent rebuilt 20k miles ago for sure

Since the heads are off, it's too late to try, but.......

Since there was talk of fuel pressure, puddles of fuel, etc...... Anyone change the oil and get that gas diluted stuff out of there?
A motor with gas diluted oil will usually smoke pretty good.

The OP's test of the "known good" motor was a stock 440 out of a Daytona?
I assume correct 69 engine specs?
If so, the 130psi observed on that test is about 20-25psi low, so to me the accuracy of the gauge is still in question.
Best to do the test on some late model engine to verify the gauge accuracy, IMO.

Since the heads are already off, does the motor indeed have 6 pak pistons in it?
Deck clearance?

I think the actual cr needs to be determined, along with the cam specs and installed position, so a better idea of what the cranking pressure "should be" can be determined.

The Pistons turn out be standard flat tops, The owner of the car was told by the builder he installed 6 pack pistons. The heads were also said to have been rebuild with larger valves, which also did not happen and I am not sure the guy did any thing other than change the springs. Half the seat for valves intake and exhaust are just terrible. The cam the owner told me has a 509 lift intake and 513 lift exhaust and he could not remember the duration, But the builder had the cam special ground. After looking at all that has been put on this engine by the builder I would say the special grinding was to the owners wallet.Even the head gaskets were installed wrong. On the head gaskets the word top is stamped on the gasket that means when installed you should see the word top when you set the heads on. The gasket is coated different from top and bottom so there is a right and a left for these gaskets. but they put the right on the left and left on the right.I would like to thank everyone who has offer advice and their opinions. I have been working on these old Mopars for about thirty five years mostly my own cars so when I have to trouble shoot someone else's car and they are telling it just started smoking all of sudden it kinda throws me a curve ball. The owner finally told me the car always smoke some but the guy told him he had setup rich. The car has a MSD ignition system it will burn anything up that come in the cylinders. I guess i have always been luck with my cars I have never had to trace down a problem like this, but I always went the conservative route with my cars. The way I look at it you either build a street car or a race car , you don't build it half and half and want to drive it everyday. So thanks again everyone and I will update you in about two weeks the heads should be ready then and I should have the time to install them. THANK YOU Moparts

Ray Charles can see that thing is pig rich.

O.k. a few people has made comments about how rich looking the plugs are, And have i said the photos make them look dark , so I took another photo outside laying on concrete to show what they really look like. The problem with the car has been found it was the valve guides. The heads are in terrible shape,some of the darkness you see was oil burning on the plugs. Ray should have smelled the plugs and then he would have known it wasn't a running rich problem. Thanks again Moparts

Good humor bro! EDIT it looks much better in the last pic & there is the gas smell (hard to mistake that). OP keep us updated

I'd go ahead and pull it. Look on Moparts for a good mill and drop it in. You will/he will save money and have a nice done engine.