The only contractors that I deal with around here are smaller operations, just the owner and a small group of workers. The only ones that seem to subscribe to any kind of battery platform mostly use DeWalt. The ones that are using any Milwaukee seem to just have one or two tools, and half the time with one battery shared between them. Everything else is a mix: Ryobi, Ridgid, Porter Cable, Makita, Craftsman, I haven't noticed much Bosch. For nailers, they are mostly using good brands, not HF, but they are usually rocking some tiny, cheap pancake compressor that can't keep up with what they are doing, and it just runs constantly and is as loud as hell.
As far as mechanics are concerned, the rare times I pay for someone else to work on my stuff, I hear an awful lot of air being used from the waiting room.
I'm not a contractor, I work for a nonprofit, maintaining their facilities, everything from changing light bulbs to building offices to doing general maintenance and repairs on vehicles and lawn equipment, and yard work. I provide most of the power tools. My bigger stuff is all DeWalt 20v: larger drills, impact drivers, reciprocating saw, mid torque impact, large impact, new circular saw, etc. My smaller 12 volt stuff is Milwaukee M12: drill, impact driver, stick light, hackzall. My corded stuff is a mix: Makita circular saw, Makita reciprocating saw, Makita jigsaw, Makita portable compressor, Porter Cable oscillating tool, Milwaukee hammer drill, Milwaukee Hole Shooter drill, DeWalt angle grinder, Bosch random orbit sander, etc. Air nailers are Bostitch, DeWalt, and Porter cable. Air impacts are Aircat, Chicago Pneumatic, and Ingersoll Rand. Plus a bunch more I can't remember right now.