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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. 

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 time to stain a fence is when the weather is dry and temperatures are between 50 and 90 degrees Fahrenheit. Late spring, early summer, and fall are typically the best seasons for this project. You should avoid staining during very hot weather, like in the middle of summer, or when it is raining. Heat and moisture can cause the stain to dry unevenly. Likewise, if it's too cold, such as in winter or early spring, the stain may not be able to dry fully. Before you start, check the forecast to ensure there will be no rain and low humidity for at least a few days.

When applying multiple coats, wait four to six hours for each coat to dry. Not waiting long enough can result in streaks, peeling, and uneven color. Plus, it will be more difficult to discern where the second coat has already been applied.