There are lots of videos on YouTube addressing mounting a bridge without a drill press, but you do have access to one, you'll have to be sure it has adequate "throat depth" in order to appropriately accommodate the guitar body. (throat depth = distance from centre of chuck/drill tip to the support post of motor/table)
re: The neck mounting holes, yes, you need to enlarge them enough so the screws can be passed through them without needing to screw them in. Usually about 4.5mm with those kit neck screws I believe.







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