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.
I would love to explore installing this system in our home. Sadly, the nearest gas line is just down the hill from us on the cross-street. Quoted price by New England Gas to bring a gas main 300 feet up hill - $25k, and that doesn't bring it to the house, just the street in front of the house. We have municipal electricity, so the price is low currently, but we have an oil furnace for heat & hot water. Neither of these sounds like a cost-effective replacement for gas.
On a scale of 1-10, House Painting Inc gets a 12!  They painted the exterior of our 2-story house and the results were excellent.  The cost was very reasonable (between the highest and lowest bids we received), the prep work was thorough, and daily clean-up was diligent.  They often left the area cleaner than when they arrived.  The painters were always on-time, worked hard the full day, minimized any impact on us, and did excellent work.  This is a professional organization; they deliver on their promises.
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.

Most pros don't bother cleaning brushes and rollers if they are going to use them the next day on the same job. "Latex paint dries slowly in cold temperatures," says Maceyunas. For two-day jobs, he wraps the rollers and brushes in plastic grocery bags and sticks them in the refrigerator. "Just allow the roller to return to room temperature before reusing it," he says. Roller covers are almost impossible to clean thoroughly. Most pros buy new covers for each job.

House Painter Co

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