Like the rest of your home’s exterior, you should start from the top down when painting exterior trim. If your window sills look particularly weather-beaten, you might want to give them a second or third coat of paint. When painting doors, paint the panels first, then the rails and stiles, and finally the edges. For more details, read up on trim painting guidelines.
Before hiring a painter, you should get a detailed estimate from them. This should include costs for labor, materials, paint, and the timeframe of the project. Covering details upfront will prevent issues from emerging later on. Ask the painter if they charge for travel time, whether their estimate includes pressure washing and caulking, and any other questions you might have.
Prep work should include removing all loose paint, either with a pressure washer or by scraping; removing any trace of mildew using bleach and water or a commercial solution, and sealing or covering dark stains; caulking all seams, corners and around windows or trim; applying epoxy filler to repair serious woodwork problems; covering dark stains; sanding all rough surfaces, and priming the bare wood with a bonding primer.
For walls, measure the linear feet of wall space (measuring along the baseboards) for the areas to be painted (using a tape measure, laser, or both). Then multiply this by the ceiling height (usually it is 7.5 or 8). If there are 2 story areas, measure them separately, and multiply them by double the regular wall height. Then multiply the total number by 2 (for 2 coats).
The Ceiling. For ceilings, flat is recommended, except semigloss or satin should be used in bathrooms with showers/tubs. Some customers opt to go with a different finish for ceilings in general, to create a specific design look, i.e. high gloss ceilings on dining room tray ceiling to make a statement, or eggshell ceilings throughout to look modern and make a statement. 
I hired a painting company to paint my house and garage. Price was about $5,000.Sherwin Williams paint T-1000. When he was questioned about the paint peeling two days after he painted the garage he quit even with a contract not a very professional person. So,now I have to find someone else to paint my house.After 3 weeks of them trying to paint around the rain. The original time frame was 3-4 days.Yes 3 weeks and all that got done was a small two car garage that could have been done in two days.I know he did not prep correctly and properly I will end up having to redo the garage. I went to Sherwin Williams and got the colors.So beware even with a contract and good references.
The following guidelines will set you up for success. First, start at the top and work down. Second, paint out of the sun’s glare, since the sun will cause the paint to dry too quickly and flake or blister. To avoid marks, try to brush from one wet surface onto another. If you do have to paint onto a dry surface, overlap the wet paint onto the dry surface by several inches.
Most of a projects price is the cost of labor at $25 to $75 per hour. However, most contractors bid out based on the entire project which includes all work hours. Hourly rates are only useful if your pro asks to do the job as “time and materials.” However, be wary of this pricing structure, it usually shows the contractor is uncertain how long the project will take.
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