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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 can and should paint or stain pressure-treated wood, as this helps prevent the surface from cracking. However, it is crucial to wait for the wood to dry out completely from the chemical treatment process before applying a finish. If the wood is still wet, the paint will not adhere properly. The drying time can range from weeks to six months. To test if the wood is ready, drip some water onto a board. If the water is absorbed, the wood is dry enough for painting or staining. If the water beads up on the surface, it needs more time to dry. You can build with the wood while it's still wet, but you must wait for it to dry before painting.

An exterior paint job typically lasts between 5 and 10 years, though this can range from 3 to 17 years depending on several factors. The longevity is influenced by the quality of the paint and primer, the quality of the application, the local climate, and the type of surface being painted. For example, paint on wood siding may need to be redone every 3 to 7 years, while painted brick can last up to 17 years. Aluminum siding often needs repainting every 5 years.

The number of coats you need to apply when whitewashing a surface depends on how opaque you want the final product to be. If you're going for a transparent, barely there look, a single coat or two may suffice. For fuller coverage, you'll want to use multiple coats. Another option is to use a less diluted paint to get a thicker coverage.