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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.

No, it is not okay to paint over rotted wood. Painting over rotted wood will not address the underlying issue and can trap moisture, leading to further decay. Properly addressing the rotted wood by removing and replacing or repairing the damaged areas is necessary before you can even consider painting.

It is not always necessary to remove old stain before restaining a deck. If the previous stain is in good condition and is compatible with the new stain, you may be able to apply a new coat after thorough cleaning. However, if the old stain is in bad condition, flaking, or peeling, it is best to remove it completely to ensure an even surface and proper adhesion for the new coat. Staining over a damaged layer can lead to an uneven finish and poor penetration. For best results, test a small area first and consult the stain manufacturer's guidelines.

You’ll need to restrain your deck when you notice fading, cracking, peeling, or mold and mildew over a moderate to large area, or when it’s become especially difficult to clean. As for how often to stain a deck, plan to do it every two to three years or whenever you start to notice extended damage.