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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.

While the answer varies based on weather, 10 a.m. is a good time to start painting. The dew will have dried, meaning there’s no moisture on the house, and the temperature will likely be moderate and the sunlight less direct. Starting mid-morning should also give you enough daylight and pleasant weather to work on the job for several hours.

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.