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This will make it easier to paint it. Most numbers can be just unscrewed. If they were hammered into the post, you might have to pry them off; keep in mind that if you pry the numbers off, you might bend them. If that happens, you will have to get new ones. This will not only remove any mold, moss, and mildew, but it will also give you a smoother surface to work on. You can use wood filler or paste. Smooth the paste down using your fingers. If the paste is too sticky and grainy, dip your finger in water, and try smoothing it down again. You don't have to do this, but it will give you a smoother finish. Use a large paintbrush or a foam roller to apply an outdoor quality primer. This will give you a smoother surface to work on. Wait for the first coat to dry before applying a second one. You can use a large paintbrush or a foam roller to do this. Apply the paint using long, even strokes. Sometimes one coat will be enough, but usually you’ll need at least two coats in order to get enough coverage. Allow each coat to dry before applying the next. You can leave them as they were, or you can update them with a new look. Prime the numbers using an outdoor quality spray paint primer that's intended for metal. Once the primer dries, apply an outdoor quality spray paint. You can use any color you want, but a contrasting color might make them more visible. Just because a paint feels dry does not mean that it is fully dry underneath. Check the label on your paint can for exact drying times. Some paints require only 2 to 4 hours to dry and cure, while others require anywhere from 6 to 72 hours. If the letters were screwed in, simply place them back on the post and put the screws back in. If the letters were hammered in, you might remember how difficult it was to remove them. To prevent this from happening again, consider getting some screws, and screwing them in instead.

Summary:
Remove any numbers from the post. Sand the post down if you have not already done so. Consider filling in any holes and cracks. Apply two coats of paint primer to the post. Paint the post using an outdoor quality paint. Wait for the paint to dry before applying a second or third coat. Consider priming and painting the numbers. Let the paint dry all the way before moving on. Re-attach the letters.