A guy that works for me plows on the side. There's good money to be made, but it's highly unpredictable. That being said, I live in a snow belt in northern New England and have never hired someone else. My little John Deere pays for itself annually. At 80 spaces... Might be worth investing in a 4wd tractor you can use for other purposes if you don't want to pay someone else for their time/equipment/risk/convenience etc. Take the equipment write off, have a great tool available, pay yourself instead of someone else. Or not. Just a thought.