Bit Guides
There’s more than one way to drill a hole perfectly perpendicular to a surface. But where there’s room, I like to use a wood scrap as a guide. Cut one end of the scrap square, then, using a combination square, draw a line on that end perpendicular to one face. Just rest the bit flush against the cut end and align it with the line. Now remove the block and drill away.
The same technique also works when drilling holes at an angle: Cut the angle you want into the end of the scrap piece and align the bit with it before you start drilling.
Pro Tip: Tom Silva, This Old House general contractor, recommends another simple method for straight drilling: “For greater precision, hold a small square alongside the bit as a guide. Another way is to have someone else eyeball for you—they can tell you to move the drill one way or another.”
Drilling Angled Holes
If you start drilling into wood at too shallow an angle, the bit will just skip and slide across the surface. The solution? Start by drilling perpendicular to the surface (see slide 2, diagram 1), then, when the bit gets about ½ inch into the wood, stop drilling, and heel the drill over to the angle you want (slide 2, diagram 2). Start at a low speed, then increase it as the bit bites into the wood.
Pro Tip: Norm Abram, This Old House master carpenter, uses a simple wood-scrap guide for angled drilling: “Cut the angle you want into the end of the scrap piece and align the bit with it before you start drilling.” This gives you a reliable visual reference so you can keep the bit on track without guessing.
Drill-Bit Stoppers
When you’re drilling holes in the side of a cabinet for shelf supports, or into brick to mount a mailbox, you don’t want to go too deep. Brass depth stops from the hardware store are best if you’re drilling lots of holes, but for only a few, you can use masking tape (slide 3). Wrap a piece around a twist bit at the desired depth, and stop drilling when the edge of the tape just touches the surface. Keep your eye on the tape’s position: A hot bit can melt the adhesive and cause it to slide. The tape trick doesn’t work that well on spade bits and other wide bits. For those, I use a permanent marker, drawing a line on the metal at the intended stopping point.
Pro Tip: Norm Abram, master carpenter on This Old House, advises: “Apply light to moderate pressure as you drill. Trying to muscle the bit will cause it to overheat, lose its temper, and stop cutting.” If progress is slow, he recommends drilling a smaller hole first before stepping up to the final bit size—for example, starting with a ¼-inch bit, then enlarging the hole with a ½-inch bit.
Sizing a Bit to a Screw
Drilling a pilot hole for a screw is always a good idea. It keeps wood from splitting, increases the screw’s holding power, and makes it easier to drive. You just have to make sure that the pilot hole is the right size for the screw. Here’s how to match a bit to common, straight-shank screws. (For screws that have tapered shanks, drill the pilot hole with a tapered bit.)
Line up the bit and screw, with the bit closer to you. Hold them up to the light. The bit is the right size if it just covers the shank of screw and the screw’s threads are visible on both sides. For pine and similar softwoods, I go with a bit diameter slightly narrower than the screw shank. For hardwoods, I sometimes go a hair wider, particularly if I’m planning to use long screws or drive them by hand.
Pro Tip: Norm Abram, master carpenter on This Old House, notes that stripping screwheads is often caused by a failure to predrill: “Phillips bits wear quickly, so it’s worthwhile looking for hardened steel bits with ribbed tips for a better grip.” Other common culprits include using the wrong-sized bit and failing to keep the drill bit firmly pressed to the screwhead.
To stop a bit from skittering over metal, dimple the surface first with a center punch. Then add a drop of oil to the dimple to lubricate the bit and keep it cool.

