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Yes, you can waterproof any wood that has not already been treated. A good way to test this is to splash some water on it. If the water starts to bead up, the wood is treated and most likely doesn’t need another coating.

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.

The best paint for an older deck depends on the material and whether or not your deck already has a coat of paint. Generally, if your deck already has paint on it, you should choose the same type of paint when repainting the deck. For example, if an old deck has oil-based paint on it, stick with oil; if your deck has water-based paint, choose water-based 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.