You may be a Do It Yourself, but perhaps that steeply pitched roof is a little beyond your reach. After all, painting may be fun, but preparing the surface can be a very time consuming process, not to mention dangerous when roofs or double story buildings are involved. Hiring a professional painter may be a smart investment once all things are considered. Hiring a professional painter to paint your home is not a decision to take lightly. While anybody can slap paint onto your walls, it takes considerable expertise and experience to get a truly high quality finish.