Commercial insurance for my one-ton, dump trailer, chipper, log splitter, and my liability coverage ( 1 mil ). Shop around regularly for better rates. I have had better rates as I have been working for over 5 years and have both policies with the same carrier now. When the idiot behind you on the cell phone runs into the back of your chipper and subsequently screws up your truck hitch ( on top of the chipper damage) whether you are in the wrong or not the police will be looking at your coverage. When you put advertising on the side of your truck it is like a target. I cannot stress it enough to do it legit... if you cannot afford it then maybe you should quit. Pay for coverage according to the value of your equipment, as it depreciates lower the amount you pay on it. Pay for the full year if you can and ask for a discount when you do. When things seem slow try to do more with less. Park the chipper or trailer or splitter etc. Oh yeah, I pay about 1200 year. Always consider your coverage options on equipment based on replacement costs. Paying cash for stuff as opposed to financing and building up to bigger equipment as your company grows is an ideal way to go as well. Good Luck!