When painting the trim, you don’t have to be neat. Just concentrate on getting a smooth finish on the wood. Don’t worry if the trim paint gets onto the walls. You’ll cover it later when painting the walls. Once the trim is completely painted and dry (at least 24 hours), tape it off (using an “easy release” painter’s tape), then paint the ceiling, then the walls.
Keep in mind that color can impact the way a room appears in many ways. Light colors may help brighten a darker space. Cool colors will recede visually from the eye, and make a small space appear bigger. Warm colors contract visually, which can make larger spaces appear smaller or more cozy. Combining cool and warm tones in one room - like with accent walls - can visually change the shape of a room, making rectangles look more like squares.
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.
Also prime the ends of adjoining boards. This step pays off by slowing the moisture penetration that can lead to peeling at the joints. If the new siding is redwood or cedar, buy a special “stainblocking” primer. Both of these woods contain natural chemicals (tannins) that can bleed through paint, causing brownish stains. A stain-blocking primer will seal in the tannins.
In Mark Twain's classic "The Adventures of Tom Sawyer," Tom tricks his friends into painting his aunt's fence. You probably won't get that lucky, but there are good reasons many homeowners keep their painting in-house. No building codes apply to interior decoration; if you do something dumb, you don't risk life and property as you would if you were, say, tackling a rewiring job; and because labor typically accounts for 80 to 85 percent of the price of a paint job, you'll save a ton by doing the work yourself.
The right paint stroke to use in interior painting is highly debatable. It's not a talent as much as a skill that is learned through practice. Many experts paint in a “W” pattern when using foam rollers, but others simply roll up and down then sideways with either brushes or rollers. The motion isn’t as important as making sure that the application is even and drip-free across the entire area. However, technique is important when you're covering over wall repairs.

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