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Staining or sealing a cedar deck or fence is highly recommended to extend its lifespan and protect it from the elements. While cedar is naturally resistant to mold and mildew, it is not impervious to damage from moisture, sun exposure, splintering, fading, and rot over time. Applying a protective finish creates a shield that preserves the wood's strength and appearance, potentially extending its life by five to 10 years.

When choosing a finish, it's helpful to understand the difference between a sealer and a stain. A sealer sits on top of the wood, whereas a combination stain and sealer soaks into the top layer. Because it penetrates the wood, a stain generally offers better protection against UV damage and rot and lasts significantly longer. For the best results that also preserve the wood's natural color, consider using a near-translucent stain.

To maintain protection, plan on reapplying the stain or sealer every two to three years, either as a DIY project or by hiring a professional.

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.

You should repaint your fence every 1 to 3 years, depending on the appearance of wear and tear. Weather and usage will factor into how often you should paint another coat on your fence. If you need to replace a few fence boards or posts, you may want to consider repainting the fence to help protect the rest of the fence as well as the new pieces against damage and deterioration from being exposed to the elements.

Whether to brush or roll stain on wood depends on the project and your preference. Brushing is ideal for smaller, intricate areas and offers more control over the application, ensuring thorough coverage and penetration into the wood's grain. 

Conversely, rolling is efficient for more extensive, flat surfaces and can save time. However, it is not always the best fit for textured or uneven wood. Some projects may benefit from combining both methods, using a brush for detail work and a roller for broader areas. Ultimately, the choice between brushing and rolling depends on the specific requirements of your staining project.