Drilling a hole in a mast ??

May 9, 2014
8
Catalina 22 Fairhaven
Previous owner of my 22 Catalina had to replace the mast step and used the one from CD. My question is two-fold......first :confused should the mast be in the upright positon for the hole to be drilled. Second where does the hole get drilled......since the mast step has a slot in it , not sure where i should drill it ??? :confused: