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You can remove your gutters before painting, but it's rarely required. It can be easier to paint gutters on the ground once you or a pro have removed them, but replacing them afterward can be challenging. In these cases, removing gutters may be impractical. Make your decision based on your comfort level and abilities.

In most cases, paint primer is necessary before painting over wood paneling. A hardy primer formula covers up stains and leaves a grippy surface for the new paint to hold onto. If you don’t use a primer first, you risk poor adhesion, visible blemishes, and a paint top coat that could flake away later. 

There are two primer choices: oil-based or latex-based. Choose an oil-based primer for durability and adhesion, but prepare for extra dry time and more VOC (volatile organic compounds) fumes. Or, pick a stain-blocking latex primer. They’re easy to apply, clean up, and affordable.

You can use paint rollers up to five times with proper care. Reusing paint rollers up to five times shouldn't affect the quality of the paint application, but if you try to use it any more than that your paint job will not be as smooth. You can use roller frames and paint trays indefinitely.

Use at least two coats of paint for exteriors for better coverage and added durability. When painting lighter colors over darker colors, a third coat of paint may be necessary to achieve full coverage of your home’s exterior. A durable paint specifically designed for the material of your home’s exterior will last the longest.