Whenever we pulled a motor from long-term storage, we Pre-Oil it before starting it.
We used a 5-gal Pressurized Paint Bucket with 2 gals of oil and a pressure regulator set at 40psi.
Using some made up fittings (I have lots of hose and fittings) we run a coiled plastic hose over to the main oil galley and run the clean oil into the motor. With the plastic hose you can see the oil flow thru it.
By pulling one or two covers you can see when the motor is fully lubed.
Naturally if the motor is stiff then you have to oil the cylinders with Marvel "Mystery Oil" or such before anything else.
This procedure has served us well over many years.
Len - formerly of Autosport Engineering, now retired and still love these cars.