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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.

Applying too much sealer to a deck might seem like extra protection, but it can cause more harm than good. Wood is a porous material with a limited capacity to absorb liquids. When you go overboard with sealer, the excess can't soak in and instead forms a film on the surface. This leftover layer is prone to peeling, cracking, and trapping moisture, ultimately defeating the purpose of sealing in the first place. 

Deciding whether to stain or paint a pool deck depends on your budget, desired look, and the deck's material. Both options can work. Paint offers a wider variety of color options, provides excellent water resistance, and can last longer. However, it requires a primer and can eventually fade or peel. Stain is often cheaper, easier to apply, and penetrates the wood for a more natural look and longer-lasting finish. It also has great water resistance. The downsides are fewer color options and the need for a sealant. The choice can also depend on the deck material; for example, staining may be a better option for concrete as it bonds well and lasts longer than paint.

Yes, it is generally a very good idea to seal your deck after pressure washing. Power washing removes not only dirt and debris but also a thin layer of wood, leaving the surface exposed and more susceptible to weathering. Sealing is almost always needed after this process. After a general cleaning, sealing isn't automatically necessary if the existing sealant is still intact. You can test the surface by placing a few drops of water on it. If the water beads up, the sealant is working. If it soaks into the wood, it's time to apply a new sealant. If it has been a few years, it's wise to remove the old sealant, wash the deck, and reseal for maximum protection.