If a company has a formal training program, it’s a safe bet that they have their act together. They can do training in-house through regular meetings of their employees.  They can have field training systems in place, usually coordinated with classroom training sessions.  They can also use trade associations, such as PDCA (Painting and Decorating Contractors of America) or paint manufacturer’s representatives to stay up to date with the latest materials and techniques. 

To solidify this response, we have been in business for over 30 years as a painting contractor. We didn't just paint a couple of houses 25 or 30 years ago, we paint approximately 900-1000 painting jobs per year and operate with 40 professional painters doing commercial, residential and industrial painting. This article on behalf of Angie's List is totally asinine! I was under the impression Angie's List was only carrying "legitimate" contractors with established reputations. This article written is primarily referring to bottom feeding, one man band operations, trying to hustle for a paycheck.
NOTE: Member service professional information confirmed as described above may change or expire over time; while HomeAdvisor attempts to maintain accurate and up-to-date information, and confirms changes when notified, we cannot guarantee that profile and screening information is accurate. Therefore, we recommend that before working with a service professional you verify that information presented is still current and/or acceptable to you.
Calculate your costs.Having an idea of the cost of paint you need to purchase will help obtain quotes from a contractor. “Paint coverage is based on how many square feet of surface one gallon will cover,” says Bunting. “Most paints will cover approximately 400 square feet. Tally this by multiplying in feet the wall’s height by its width, minus windows and doors.” Determine how much paint is needed to complete the project. “To calculate the cost of a project, factor in the day rates, the size of the property, any architectural features, and the paint finish needed,” says Rance.

Professional painters provide estimates primarily based on the square footage of your home. Painting an average home between 500 and 1,500 square feet can cost between $1,000 and $3,000. However, factors such as number of stories and ease of access can also affect the overall price. Homeowners report that the average cost to paint a house nationally is $2,581 and most pay between $1,714 and $3,682.

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Using the right software makes your job much easier and helps you get the best possible results. You can easily find the right paint combinations to please your client and quickly order the paint from a nearby store. A good field service management application, such as mHelpDesk, allows all departments of your business to smoothly coordinate their efforts, eliminating wasted time and producing happy customers.
Using an airless sprayer to place paint on the wall (using low pressure) will speed up the process because your not having to dip your brush or roller. spray about 3 or 4 sq. ft. and then back brush or roll spreading and evening the paint. Because your using low pressure, mask and cover is at a minimum once you are accustomed to handling the spray gun and the type of surface being painted. Overspray will be larger droplets they tend to fall, than float around.
Simple costing techniques, tips on how to survive up against the competition, the big companies with several crews and foremen employed. I don't ever aspire to be that kind of contractor. This is a fresh viewpoint and it gave me so much I am no longer looking for a painter's contracting manual. I found a lot of his times for painting different items to closely match my own. http://youtu.be/b6_WEt9k_Hw
You will want to use the highest quality exterior home paint your budget will allow for your project -- not only because it will look the nicest, but also because it will save you money in the long term by offering better coverage and durability. Better coverage means fewer coats and fewer work hours for your painter; better durability means that you won't have to spend money to paint the exterior of your home again in just a few years. How do you know how much paint you're paying for? Here's some helpful math:

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