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You should generally drill into the mortar joints when installing shutters on brick. Mortar is softer, which makes drilling easier and puts less strain on your tools. It also lowers the risk of cracking a brick—something that’s a lot harder to fix. Mortar holds fasteners well enough for standard shutters, and if you ever need to patch the holes later, it’s a much simpler job than dealing with damaged brick. Just keep in mind that if your mortar joints are too thin or the hardware calls for brick anchoring, you'll need to check the manufacturer’s recommendations and adjust accordingly.

Some older brick material is extremely hard, making it tough to create a hole. Rather than using a typical wood drill bit, always use a masonry drill bit when drilling into brick. For extremely hard brick, using a power drill with a hammer function may give you better results. The drill bit will heat up as it goes into the extremely hard brick, so you may need to stop after a few minutes and allow the bit to cool before starting to drill again.

You may not need a hammer drill if you’re planning on drilling one or two very small diameter holes in brick. For holes with a diameter of 3/16-inch or less, a regular drill with a masonry bit can do the job. However, the bit will heat up quickly, and the process will take significantly longer than with a hammer drill. Prepare to cool your drill bit down in a bucket of water more often.

Brick stain doesn’t peel or chip and is much more durable than painting. That’s because the staining is absorbed into the brick instead of lingering on the surface as paint does. The color retains even under extreme weather conditions. Therefore, brick stain will save you a lot of time and cost on maintenance in the long run.