Drilling

Key Techniques
Drill bits tend to skate away when you begin boring holes, so make a shallow starter hole with an awl or a center punch. In softwoods, a gentle tap on an awl with the palm of your hand will do the job. With hardwoods or metal, you may need to tap the center punch or awl with a hammer.

Usually, you'll want to drill holes perpendicular to the board. Check the bit for square as it enters the material by clamping a piece of square-cut scrap lumber in place, as shown. With some drills, you can hold a square on the material and against the body of the drill.
Sometimes you'll want your bit to enter the material at an angle. Fashion a guide by cutting the edge of a piece of scrap lumber to the desired angle of your hole. Clamp the guide so it aligns the tip of the bit exactly on your center mark. Begin the hole by drilling perpendicular to the surface. Once you have gone deep enough to keep the bit from skating away, shift the drill to the correct angle.

When drilling large-diameter holes with a holesaw, make a starter hole on your center mark to guide the starter bit. To ensure that the other side of the material doesn't splinter when the bit penetrates it, clamp a piece of scrap stock against the other side. Or, drill just far enough so the starter bit pokes through, then drill from the other side.

When using a spade bit, drill through the material until the tip of the bit begins to poke out the back side of the material. Carefully reverse the bit out of the hole. Complete the hole by drilling from the other side, using the pilot hole you've just made.

When you drill deep holes into thick material, wood particles build up in the hole, clogging the bit and causing it to bind. Don't force the bit in farther than it wants to go or you will burn it out. Instead, feed the bit into the wood slowly and back out of the hole frequently with the drill motor still running. This will pull trapped wood particles to the surface. If you're working with sappy or wet wood, shavings may clog the flute of the bit. If this happens, stop the drill, and use the tip of a nail to scrape out the shavings. If the bit jams, reverse the drill rotation. Pull the bit straight up and out.

When you use wood screws to fasten two pieces of material together, take the time to provide clearance for the screw to ensure easy driving and to avoid splits. Using a bit that is slightly smaller than the screw, drill through the top and bottom piece. Then select a bit that is as thick as the screw shank and drill through the top board. The screw should slide easily through this top hole and grip tightly as it passes into the smaller hole. Use a countersink bit to bore a space for the screw head. When you drive the screw, it will fit without cracking the wood.

If you're driving a lot of screws, buy a combination countersink-counterbore bit, which drills three holes in one action. Be sure to get the correct bits for the screws you will be driving. If you want the screw head to be flush with the surface, drill until the spot marked on the bit is even with the surface. To counterbore the screw head, drill deeper.
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