Well, heres a little more insight..
I talked to my friend, he says if you drive the car for a while [30 minutes] it will start up fine after being turned off. The issue is when the car has been running for only a few minutes and is then turned off [before coming up to op temp] then it will not start.
I noticed a lot of water coming out of the tail pipe, and some in the intake boot. Has no smell, looks brownish. No major vacuum leaks and i had the head pressure check when it was rebuilt.
The plugs are dirty, so the car is running rich even when it running fine.