Far more time than I thought. Had some +1/64" bigger than hole drills which was not to difficult but caught each time I went through a lifter bore, but with the right speed and the right touch didn't break anything. Then went to a 39/64" drill which is normal length and found being hand held the entry diameter increased after drilling which troubled me for the final 5/8", 12" long drill so I made a jig. A steel tube welded to a plate at 90 degrees bolted to the block to get it going in straight and on center for the first 4-5" then removed it and drilled the remainder with LOTS of spray lube.
The hole from the back was bang on center the whole 10", the one from the front tailed of slightly maybe .050" off of center.
Would I do it again, Yes, knowing what I know now. Any guy who can take a 12" long 5/8" drill into that block one time, one pass is a better man than me!
I did this for the oil improvements but for protection if a pushrod failed won't lose all oil pressure.. Engine is starting of solid flat tappet the possibly solid roller next year.