I have a 302 military engine with a civilian oil pan. Unfortunately, I can't remember having to drill a hole for the dipstick. I put the GMC in my 1940 Chevy in 1992 and it still runs strong. I do remember installing a new tube into the hole and figuring out how long to make the tube to give the correct reading when the pan was full with 6 quarts of oil.
I just measured the tube. It has a 3/8 inch O.D. and a 19/64 I.D. The tube is exposed 3 inches above the dip stick casting. The tube is inserted into the casting 3/4 inch. The dip stick length is 13 inches from the top of the tube down into the oil pan. I think I used a civilian GMC tube and dipstick.
Hope this helps.