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You can apply stain over peeling stain, but it’s not a good idea. Your old stain will get in the way of your new stain bonding to the wood, so you’re likely going to see the same issue again shortly after application. Your best option is to sand off the old stain and clean the surface thoroughly before applying new stain.

Whitewashing isn’t permanent, but it can last for a long, long time. When you apply it correctly or have a seasoned pro whitewash your brick, whitewashing can last for 20 to 30 years or longer. Whitewash is very durable and typically requires little maintenance, making it a great project for most DIYers.

There’s no single paint that’s the most waterproof. Instead, there are several types of waterproof and water-resistant paints that suit different purposes. Epoxy paint, for instance, is commonly used to provide a waterproof coating to floors and decks. Masonry paint is an excellent choice for exterior walls. Meanwhile, there are waterproof acrylic paints that can be used for interior and exterior walls. It’s more about choosing the best type for what you’re painting instead of the most waterproof paint overall.

Applying a sealer or topcoat after staining wood is highly recommended, though not always strictly required. A sealer protects the wood from moisture, UV rays, and weather-related issues, which is especially important for outdoor surfaces like decks and fences. It also enhances the stain's durability, prevents fading over time, and gives the wood a cleaner, more professional-looking finish. For some indoor applications, a sealer may not be necessary, depending on the type of stain used and the level of protection needed. It's always best to check the stain manufacturer's recommendations and consider the wood's intended use and exposure when deciding whether to apply a sealer.