The last big decision is how to apply the paint. Most pros use paint sprayers because they're fast, but in inexperienced hands a high-powered sprayer can leave drips, thin coats, and a mist that may land on many things other than your siding. If you do hire a painter who uses a sprayer, make sure he is meticulous about removing, covering, or masking off everything in the area that might get hit with overspray: gutters, roofs, windows, shrubbery, walkways, cars—you name it.
In these years, Homer received emotional sustenance primarily from his mother, brother Charles, and sister-in-law Martha ("Mattie"). After his mother's death, Homer became a "parent" for his aging but domineering father and Mattie became his closest female intimate.[36] In the winters of 1884–5, Homer ventured to warmer locations in Florida, Cuba, and the Bahamas and did a series of watercolors as part of a commission for Century Magazine. He replaced the turbulent green storm-tossed sea of Prouts Neck with the sparkling blue skies of the Caribbean and the hardy New Englanders with Black natives, further expanding his watercolor technique, subject matter, and palette.[37] During this trip he painted Children Under a Palm Tree for Lady Blake, the Governor's wife. His tropical stays inspired and refreshed him in much the same way as Paul Gauguin's trips to Tahiti.[38]
I agree with Jeff below, these prices are far below what I see on the market in the Portland Or. area. When one uses the term "paint the house" what exactly does one mean? Any fool can buy an airless paint sprayer and put paint on a house. New homes built with fiber cement siding paint clean and easily but older homes built with wood require much prep work.
When coverage is difficult to estimate, add more rather than less. You can always pour the leftover back into cans. For large jobs, use the bucket and a roller screen rather than a roller tray. It’s much faster to load your roller with the screen than to use a roller pan. Simply dunk the roller into the paint bucket, then roll it along the screen until it stops dripping.
Filling gaps with a paintable acrylic-latex caulk cuts down on drafts and makes your trim look better than new. The secret to using caulk is to cut the tip smaller than you think it should be; too much caulk makes a mess. Also, instead of using a nail to break the inner seal, use a small wire so you don't stretch out the nozzle. Also consider buying a dripless caulk gun, which will automatically back off the pressure after each pull on the trigger to prevent unwanted oozing.
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.

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