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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.

If you’re attempting to mix and pour your own mortar, expect to pay between $5 to $10 for an 80-pound bag of mix. The cost to repair mortar, however, can range from $300 to $500 for a 20-square-foot wall. The larger the area and the more extensive the repair, the higher the cost.

To stain brick, you should use a product specifically formulated for brick, concrete, or other masonry surfaces. These stains are designed to penetrate the porous surface of the brick and bond with it. This is different from paint, which sits on the surface and is prone to peeling, flaking, and trapping moisture that can cause damage. Water-based brick stains are often recommended because they are easy to apply, even for DIYers, and they allow the brick to breathe. Avoid using regular paint on brick, as it will not adhere properly and can lead to future maintenance problems.

Professionally done brick repointing can last 20 to 30 years, sometimes longer. However, the exact lifespan depends on several factors, including the quality of the mortar, the skill of the mason, and exposure to weather. If you live in an area with harsh weather or frequent freeze-thaw cycles, you may need to repoint more often. Repointing that is done as a DIY project may only last 10 to 15 years. It's time to repoint when you notice signs of mortar failure, such as crumbling or missing mortar, holes, or vines growing between the bricks. Regular inspections can help you catch these issues early.