We prefer spraying and back rolling, but have no problem masking, rolling and cutting in as well. We order the exact product specified on the prints, not equivalents. Using our takeoff software we get close to exact square footage takeoffs to make sure the estimate is right. Our paint finishes are nice and uniform.
As far as caulking goes, anything that requires painters caulk we take care of. If it is a colored caulk or silicone, we generally do not include that in our estimate unless we add it as an extra.