Before you get too far into this I was suggest you find out what General Liability insurance cost will be which would cover any property damage and slip and fall claims. You'll more than likely need commercial vehicle insurance too.
You may find after that expense you be working for free or in the red.
If you're new to plowing I'd suggest you hire on with a company to learn the easy part of the business which is operating the equipment.
You also need to remember, your customers expect service for every snow and ice event which means no vacations, no sick days and basically no life in the winter other than plowing or waiting for it to snow. It's also highly advisable to have a back plan incase of a break down which can be another rig or another contractor to help out.
BTW.... welcome to the site.
