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For the longest-lasting exterior paint, consider acrylic or enamel (oil-based) paints. Acrylic paints, including acrylic latex and acrylic enamel, are known for withstanding harsh weather and sun exposure. Enamel-based paints are also one of the most durable options available. While latex paint is common, it typically has a shorter lifespan than acrylic or oil-based options. The paint's finish also affects its durability; a higher gloss finish is generally more durable. For resistance to moisture and cracking, matte and satin finishes can be effective, while a high-gloss acrylic or oil-based paint offers a combination of maximum longevity and durability.

While power washing isn't a requirement before you stain a fence, it can make the job much easier and faster while reducing manual labor requirements. The stain will not work if the wood is full of dirt and dust, so power washing, sometimes called pressure washing, is a fast and effective way to prepare the wood for staining. Remember that you need to stain or repaint relatively soon after the wood has dried so that there isn’t time for dust and dirt to build up again. 

You should repaint your fence every 1 to 3 years, depending on the appearance of wear and tear. Weather and usage will factor into how often you should paint another coat on your fence. If you need to replace a few fence boards or posts, you may want to consider repainting the fence to help protect the rest of the fence as well as the new pieces against damage and deterioration from being exposed to the elements.

Both a roller and a brush are effective methods for painting a chain link fence. A roller will make the job easier by ensuring symmetrical strokes and reaching the backside of the fence as well, which cuts down on paint time. However, a brush is often necessary for painting the base of the fence and near the posts due to its ease of reaching smaller spaces.