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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.

A traditional German schmear uses mortar, making it unsuitable for adherence to painted surfaces. Professionals recommend removing any existing paint before applying mortar. However, you can rough up the painted surface and clean it to test if the mortar will stick. Remember that the underlying paint's texture and color may affect the schmear's final appearance—so starting with a bare brick wall will ensure the ideal finish.

In certain cases, such as when dealing with surfaces like concrete rather than brick, grout can be used instead of mortar. Grout tends to be more convenient to work with on non-masonry surfaces. However, many experts suggest using mortar whenever possible, as it provides stronger adherence to the bricks and results in a more textured appearance.

Yes, professionals have the skills to restore historical or intricate masonry by respecting traditional techniques and materials. They address damage meticulously, preserving the original design while ensuring stability and longevity.