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Painting a damaged pool deck is not recommended if the substrate is crumbling, cracking, spalling, or otherwise actively deteriorating. Continuing deterioration will result in the paint also delaminating or flaking off the damaged surface. Minor damage such as chips or hairline cracks that are not actively deteriorating can often be repaired enough to paint over. A damaged pool deck with a lot of cracking and deterioration should be replaced for best results.

Staining a deck with a rag is typically a better option than using a brush, as it helps the stain penetrate deeper into the wood. However, both brushes and rags are best reserved for detailed work because using these tools on an entire deck can require tediously crawling around on your hands and knees. A pad applicator, sprayer, or roller are preferred alternatives to applying stain over the majority of a deck. Use a rag for railings and other detailed work, and let the wood soak up as much of the stain as possible before wiping away drips or pools.

Wood stain does go bad, but it will last in the can for between three and six years, provided you use proper storage techniques. Storing wood stain in open containers or in extremely low or high temperatures will cause your wood stain to become unusable much more quickly. Water- and latex-based wood stains typically last for just two to four years, while oil-based wood stains can last for three to six years.

The best temperature to paint a pool deck is between 50 and 90 degrees Fahrenheit, because many paints and sealers require temperatures warm enough for the chemical reaction to take place for proper curing. The paint should not be allowed to freeze, and temperatures above 90 degrees can cause the paint to dry too quickly, also preventing the chemical reaction from following through to completion.