The first time I installed one I was nervous about drilling the hole as well. I ended up getting a reamer from Sears and have been using that ever since. It takes longer to make the hole, but you can go nice and slow.
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Gibson J45tv / LG2 AE / Dove Ltd. Trans Ebony / AJ
Martin D18 (custom shop) / HD35 / 00-16DBM
Taylor DN3 / Baby
Guild GAD25
Yamaha FG413S / FG200 / FG800
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