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The best tool for drilling into brick or mortar is a rotary hammer drill which is a large hammer drill with low rotation speed and high torque. Regular drills with a hammer function are also excellent tools for drilling into brick when the diameter of the hole is 1/2 inch or less. It might be possible to drill into brick with a standard drill if you’re only drilling a very small hole, but note that masonry work will put a lot of wear on a standard drill, and the tool may not be strong enough to get through brick.

When painting brick, each application method has pros and cons. Spraying is much faster but may not penetrate the porous surface of the bricks. Rolling is effective for getting paint into the bricks but doesn't work as well on the mortar. Brushing is very time-consuming and also won't penetrate beyond the surface. For the best results, a combination of spraying and rolling is often recommended. If you use a roller, choose a thick option (at least a half-inch) and ensure the paint gets into all the crevices for even coverage.

Drilling into brick doesn’t have to be a dangerous project if you prep and approach it with the right tools and techniques, but it does come with risks if it’s not done correctly. It can lead to significant issues, such as damaging the brick or affecting the wall’s structural integrity. Applying too much force can crack or chip the brick, while incorrect placement might compromise its load-bearing strength. 

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.