Drilling shouldn't be an issue if you are confident with power tools. The main problem you'd encounter is having the bit move about as you start drilling. I used a sharp scribe to make a nice mark for each hole which helped a lot. Low speed too will give you most control.
Whether you keep the secondary in place or not, I suggest you place the OTA upside down on a table without the tube cover in place. This will see most of the shavings fall onto the table with minimal crap resting on the spider & top tube ring, and NO rubbish will fall on the primary.
The 8X50 finder is at least twice as heavy as the 6X30. If your mount's counter weight can be moved further down, you might be able to get away with the heavier finder.
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