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You can apply waterproofing over paint, but you won't get as much protection as you would if you painted the surface with a waterproof paint from the get-go. Not all waterproofing methods are compatible with painted surfaces, and they may not adhere well. This is especially true if the paint is glossy, old, or flaking. Waterproofing sealers are primarily meant to be applied to porous surfaces, like concrete, wood, or brick. 

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.

While the EPA provides guidelines for homeowners to perform DIY lead paint removal, it is a risky process and generally not recommended due to serious health risks and strict regulatory requirements. The process requires precise safety precautions, such as wearing a respirator and protective eyeglasses, creating sealed exits, and using a HEPA vacuum for cleanup. To ensure the job is done safely, effectively, and in compliance with regulations, it is highly recommended to hire a professional lead abatement company. Certified professionals have the necessary training, experience, and specialized equipment (like chemical strippers and HEPA vacuums) to handle and dispose of hazardous materials safely.