fwiw- I don't see any oil coming out the feed if either of the two following are not addressed:
1) Crankcase is sealed from atmosphere (you're just pulling air through your cc vents, through the oiling points at "bearing" surfaces)
2) There is a minimal prime on the pump (enough to assist in the shopvac vacuum to pull the oil from the pickup to the pump- but I think there is Zero prime on this pump)

Seal up the engine and try again...
Or you could make something like this and be done with it:

 

Please explain that contraption?

 

I am starting to think something is seriously clogged in your motor. I've never seen this much effort required to pull oil out.

 

This continuous oil pump fail reminds me of my friend who always puts things up his butt. He has massive hemorrhoids too.

 

You should stop going in dry.

 

The clear plastic tubing you used has collapsed in the picture you posted. When this happens the vac can be on for 3 hrs and isn't actually pulling much vacuum, the hose is acting as a valve. The engine may have even returned to static pressure after the hose collapsed.

 

I will plug the two open holes on my VC tonight. The pump should be semi primed, BE filled the pump with some type of grease and I have fed oil down the feed hole 3 times now. I guess I will finish off the quart of oil I have left down the oil pump feed just to make sure the pump and tube should be filled.

You fail to understand my abilities to make things. While that device looks cool and if you knew what you are doing would probably be easy/cheap to make. I on the other hand will have to goto Northern Tool and buy one. Yippee time to spend more money.

I am looking at picking up one of these to use to try to prime the engine. I figure I will put oil in it, then pump it then hook to my oil pump and let the oil flow through the system.

This is the device that you actually posted in the picture. I rather not spend $220 on ordering one when the number of uses I will get out of it will be minimal.

 

Tell me what I am doing wrong.

 

I thought whoever did the shopvac thing cranked the motor over with the starter while the shopvac was running?

 

I will try that now.

Edit:
I tried and nothing changed. Cranked for about 15 second 3 times.

 

Remove your drain line fitting and see if you can peer inside the pan with a flashlight to see if your pickup tube is even there.

 

gravity feed that biatch? Jack up the rear and repeat?

 

So I spent some more time messing with it. When I removed the plug from the oil pump and cranked the motor oil did shoot out. So I know the oil pump is working. I am working on finding or making one of those things m2cupcar. Since the pump works and I get no pressure I think something somewhere is blocking an oil passage. Tomorrow during lunch I will be going to talk to the machinist. I have a big deadline at work next week so I am not sure when I will get to pull the motor. I am going to try to get it out and back to the machine shop Monday and hopefully stay to watch them tear it down.

 

Can someone please explain how a single blocked passage unless it is right at the pump could prevent the motor from getting oil?

Serious question.

 

I plugged the oil pump hole and then unhooked the oil pressure gauge. Cranked the motor and no oil came out. So the blockage has to be between the pump and there.

 

That's key ^ The first "stop" after the pump is the filter. So it's a direct shot from the pickup to the pump to the oil filter mount- removing all the leaks to atmosphere. Like sucking through a straw. I have no doubt the shop vac would pull oil from the sump through the pump per that link above. As I read it, you pulled vacuum much further down the oiling route correct?

 

Yes I pulled vacuum back on the other side of the block. When I talk to the machinist tomorrow I will have him drill a hole big enough to make the oil filter half. Then I will try pulling from the filter. Most likely though I am hoping to find time to pull the motor this weekend and to take it up on Monday.

 

I bet you get the pump primed when you pull vacuum at the filter.

 

Have you pulled the Oil Pressure sensor and any T's attached to it and verified oil spews out of there as well???

 

Probably missed it but did you try to disconnect your oil feed line or your oil pressure sensor and see if oil comes outa there? What if the line or just the oil feed port to the turbo are clogged?