Hi Kevin,
The process for drilling out the hole is described in my post here
https://www.supernovadinghy.org/forum/viewtopic.php?f=2&t=1422&p=5059&sid=5ce456669f6f51bc3dc8120baf00139f&sid=5ce456669f6f51bc3dc8120baf00139f#p5059Of course this was to install a 25mm bush (I used a Forstner drill bit) but if you are drilling out for the standard bolt you need to make it 8mm. A standard wood drill with a brad tip will do the job, but of course you need to use a 2mm pilot drill first, then use the 8mm bit from both sides to avoid break-out.
The difficulty with drilling a standard hole is that you need to get it perpendicular to the rudder face. It is relatively easy with a bushed fitting as the bush is epoxied in then when semi-set after a few minutes, the rudder is assembled into the stock with the bolt till fully hardened. This ensures that the rudder and stock are properly aligned. You don't have this luxury if drilling out a hole with no bush. So use a bench drill if you can.
Good luck,
Pete
Class Secretary
SN1177