Even if you go it alone, specialize to keep your initial investment low. If you do only interior painting, for example, you might get by with one ladder, a few brushes, rollers, basic hand tools and such, for an investment of less than $300. Again, you can add to your tools as you need to (every job is a bit different), and parlay profits into the equipment necessary for exterior painting or working on large commercial properties.

Acquire liability insurance. In the event of accident, injury or property damage, liability insurance will protect you from having your assets seized. Look into a few different providers to compare rates and see what sort of coverage they offer. Good insurance is absolutely critical for small business owners, who stand to lose a lot more should something go wrong.[15]
A textured wall will need more paint than a smooth wall. The texture adds more surface area, even though it doesn't increase square footage. Determining the additional surface area depends on how much texture there is. Painters will probably estimate about 300 to 350 additional square feet of paint to account for texture. Factor additional surface area into your square footage calculations when seeking professional estimates.
We got 4 quotes from various businesses.  Excel Home Painting came in middle of the road and we picked them because of their professional approach - and we are now very happy with the outcome!  Great job from start to finish  - on time; friendly staff and offered suggestions.   We had the exterior of our house painted and just got in before the weather turned nasty!

Some contractors work on time and material others on a firm contract. I would never hire the former and am leary of the latter. A contractor may low-ball a bid to get the job planning to make a killing on change orders. If you say good morning to them, they charge you extra for that. If the contract is not very, very specific and extensively fleshed out or if they display their change order schedule prominently on top, show them the door.
Work with a professional painting contractor. If you haven’t done so already, sign on to work with a painting company near you. As part of a professional team, you’ll learn the tricks of the trade and work in a variety of different environments, both commercial and residential. There’s no better way to accumulate practical experience than to do it on the job.[8]
When the primer is dry, caulk all small joints (less than ¼-inch-wide) in the siding and trim. Most pros use siliconized acrylics—paint won't stick to straight silicones—but Guertin and O'Neil like the new, more expensive urethane acrylics for their greater flexibility and longevity. O'Neil stresses that it's shortsighted to skimp on caulk. "If the joint fails, you're back to square one." Guertin uses the lifetime rating as his quality guide. "I don't expect 35-year caulk will last 35 years, but it should last longer than a 15-year caulk."
This feared question gets to the heart of who will be performing work in your home and whether your home and belongings will be safe. Sadly, there have been numerous documented cases around the country where employees of a hired contractor have burglarized, injured, or even killed the homeowner.  What’s worse, in most cases it was later found that the bad employee had a criminal background that was unknown to the employer.  In learning about who will be performing the work in your home, you should ask additional questions about their hiring policy and whether they conduct criminal background checks.
Painting is one of the quickest and easiest ways to give your home's interior a facelift -- and it is one that can produce dramatic results as well. Unfortunately, many homeowners feel overwhelmed when tasked with choosing a lasting color scheme. To avoid getting stuck with a less-than-perfect color choice, they will spend hours studying the subtleties between Smokey Topaz and Roycroft Suede paint swatches, considering the mood they want to create (whimsical? relaxing? modern edge?), and deciding whether to trust their guts or hire an interior decorator to make sure things turn out just right. Fortunately, interior painting doesn't have to be that difficult. Most paint stores offer samples that you can take home for a wall test. With these samples, you can paint a few colors in large swaths on your wall to see the how the paint interacts with the room's natural light. And you can compare it against design elements like pillows or furniture to see whether it will work with your overall decor as well.
The easiest way to choose a color scheme is to look through color catalogues or at paint samples. Most hardware stores and paint depots keep catalogs handy for customers to take home. Painters should take their time looking at the spaces in these catalogs and comparing colors to their existing floors, carpets, curtains, blinds, furniture and decorations. It’s important to look at fabric and upholstery first and then look at the other aspects to see if they coordinate with your color choices. Consider the prominent color in this coordination for the walls. 
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