My state license cost me less than $50 a year, and a bond, for what you are proposing, might be $100 a year. Go for it. 11 years ago, I saw a need, and am now filling that need and making a handsome living here in Bozeman. Think outside the box. Talk with local attorneys, and consider adding a legal courier service to your business. Attorneys are notorious for needing papers filed with the court, right now dammit! They would rather pay you to file those papers, than drive to Billings themselves. It's easy. I drive to Helena all the time to file papers with the Montana Supreme Court. It takes minutes, pays a filing fee, and you can charge them $.55 a mile for the drive. You can do the same thing with the Federal Court in Billings. When 3 people are paying you to drive to Billings, it can add up quickly. And the need for delivery of "dry clean only" items is there. Drop for a fee, and pick up for another fee. 3 Days later. Call every food vendor that delivers to Miles City once a week. For a fee, you can be their personal "get my ass out of a jam person" They would rather pay you a fee, and mileage, than pay their driver union wages for a drop that is way over his pay scale. You are going home to Miles City anyway. For a fee, you would be happy to drop that box of shrimp at Gallaghers when you get back to Miles City. Make it pay. Lots of people buy things in Billings, and have to borrow a truck to get their purchase home to Miles City. For a fee and a smile, they can avoid that trip. Golden opportunity here. Haul whatever needs to be hauled, and charge for it. Good luck!