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The longevity of paint on wood depends on factors like the quality of the paint, surface preparation, exposure to elements, and maintenance. Exterior paint on wood surfaces can last 5 to 15 years or more with proper care and maintenance. Interior paint tends to have a longer life span, often 10 years or more. Regular cleaning, touch-ups, and addressing any issues like peeling or cracking can extend the life of the paint. 

Yes, you must thoroughly clean your deck before staining. If you don't, dirt, debris, grease, and mildew can get trapped between the wood and the new stain. This not only looks unsightly but also prevents the stain from penetrating the wood properly, reducing its ability to protect the deck from weather and UV rays. As a result, the stain won't last as long or look as good. Any existing mold or mildew left untreated can continue to grow beneath the new stain, potentially leading to wood rot and structural damage. Always wait at least 48 hours after cleaning for the wood to dry completely before applying stain.

You can paint over old paint on a concrete porch. For the best results, you should first clean the surface and remove as much paint as you can. A power washer is helpful here, but you’ll also want to scrape as much of the old paint away as possible. Then you should prime the porch before repainting it.

The general consensus is that two coats of stain are required and since the cedar is siding, a third coat of sealant is always a good idea. This helps protect the wood and stain, so you won’t need to resand and restain for at least a decade. Each stain after the first will darken the wood, so be aware of that when choosing a colored stain.