If less than half the old paint is left, however, it may be worth stripping it all off. Guertin gets rid of stubborn remnants using shrouded grinders (like the PaintShaver), infrared paint strippers (such as the Speedheater), or chemical strippers (like Multi-Strip), then smooths the wood with a course or two of sanding. When siding (or bank accounts) can't take the shock of a total strip job, Rich O'Neil, of Masterwork Painting in Bedford, Massachusetts, has successfully hidden rough, well-adhered paint under Peel Bond, a thick primer.
to be the devils advocate i have been a building contractor 20 of the last 30 yrs. i do know that if you go to a higher sheen of paint and or darker colors then any imperfections in the walls will show up much more dramatically…therefore the painter or a good drywall finisher is needed to prepare the walls extensively. this could cause more expenses…for it takes a lot of time to prep walls (smooth walls..not textured walls) and this cost has to be absorbed.
There are permanent features of the home that have their own colors which cannot be changed when painting the exterior of the home but can have a dramatic satisfaction level that is experienced when the painting is completed.  Roofing shingles, paving blocks, concrete surfaces, stones and other such features are prime examples of the colors that should be considered when selecting your exterior color scheme for the home.  Homeowners can work off of these colors to make a home that looks uniform and luxurious when the exterior painting is complete.

Another good rule of thumb is to test out colors on your home before you start. Once you’ve noted what others have done, and have visited a paint supply retailer to get some more ideas, test out a few potential colors on a nondescript part of your home just to make sure it’s what you expect. Colors that look fantastic on a tiny brochure can strike you a lot differently when they’re covering an area of a couple square feet. Try out a few options so you can compare them, and give yourself a few days to mull over your impressions. Taking this advice can save you the dilemma of what to do those 20 gallon buckets of “Green Myth” that you quickly realized looked more like split pea soup once you started slopping it on.
Sand the trim with a fine-grit sanding sponge. Sponges get into crevices where sandpaper can’t go and let you apply even pressure. Then apply the first coat of paint, let it dry at least 24 hours, lightly sand it again for a completely smooth surface, and apply the second coat. After each sanding, vacuum the trim, then wipe it down with a tack cloth to remove the dust.
Painting your home, both inside and out, improves its curb appeal, character and resale value. Painting is one of the quickest and easiest ways to give your home a face-lift -- and it yields some of the most dramatic results as well. If you have ever visited the painting section of your local hardware store, you know how overwhelming the multitude of paint choices can be. In addition to colors, there are finishes, stains, maintenance and other options to consider. And, if you're interested in adding a mural or trompe l'oeil, you're looking at a whole different set of choices and associated costs.
Recently I had the outside of my home painted. The contractor wrote a good contract, but I failed to realize that some things were not in it. It reminds me of the car dealer who offered a good price on a new car but failed to mention that it did not include tires. My contractor failed to specify that lattice under a porch was included. So the painters did not paint it. To his credit, he did instruct them to paint it when I brought it to his attention. If I had the job to do over again I would look for an individual who came with referrals from happy customers rather than a franchise owner..

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