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Yes, you can paint over old exterior paint, but success depends on the condition of the existing paint and proper surface preparation. If the previous coating is in good shape (not cracked, peeling, or flaky), you can paint over it with less prep work. However, for the most durable and professional-looking results, follow these key preparation steps:

• Clean the Surface: Thoroughly clean the exterior to remove all dirt, grime, and mildew. A pressure washer can be very effective for this.

• Scrape and Sand: If the old paint is peeling, cracked, or flaky, you must scrape off all loose paint. After scraping, sand the surface to create a smooth, even base for the new paint. Sanding is especially important for wood siding.

• Apply Primer: Using a quality exterior primer is highly recommended. It ensures the new paint adheres properly, improves durability, and provides a uniform finish. If you are painting a lighter color over a dark one, a tinted primer will help cover the old color more effectively.

Some brands offer paint-and-primer-in-one products for convenience. Taking the time to prepare the surface properly will not only increase your home's curb appeal but also help protect your siding and extend its life.

The easiest and fastest way to remove paint from a surface is to use a chemical paint stripper to loosen the paint and then remove the paint using a paint scraper. You can also speed up the process by making the area as accessible as possible, which could include removing window sashes or taking doors off the hinges.

To fix bubbling paint, scrape away any loose or blistered areas using a putty knife. Lightly sand the surface to smooth out rough edges and create a level finish. Clean the area thoroughly to remove dust, dirt, and any residue. Once the surface is clean and dry, apply a quality primer suited to the material you're painting. Finally, repaint the area, making sure to work in proper temperature and humidity conditions to prevent new bubbles from forming.

Think hard before deciding to German schmear your home’s exterior brickwork. If you do not like the look, you are pretty much stuck with it, as it is impossible to remove this finish the way you can remove paint. You risk damaging the underlying brick if you have to chisel and acid-wash it away. It will also take a very long time, and remnants of the mortar wash will always remain.