The good news is that this is usually a reasonably simple repair. Here are some things that you need to keep in mind when prepping these areas for a new coat of paint. Any wood that is sitting at the floor degree goes to wrestle to hold paint. This is because the ground soaks up water and releases that moisture again into the wooden, creating a damp surface that breaks the bond between the paint and the wooden. If you have trim or wood siding near surfaces the place water pools, you’ll want to scrape and deal with the bottom 16 inches of that wooden with a water repellant.