Classifying your drivers as subcontractors is VERY questionable and potentialy crippleing to your business. If you do this and one gets injured without workers comp coverage, a lawyer will probably be able to show they should have been classified as employees. There is a ridiculous amount of information on the IRS website that shows what qualifies and what doesn’t. A few things that stick out to me: You cannot make them where uniforms, You cannot schedule them to work, you cannot train them or tell them how the job needs to be accomplished, You cannot fire them for accomplishing a job in a means that you do not agree with, you cannot keep them from doing the same job for a competitor at the same time they are doing it for you. So by paying as an independant contractor, If you have ever fired someone for driving like an a-hole and getting multiple driver complaints, or for telling the customer to look the word gratuity up in the dictionary, A lawyer will put you out of business over a liability or workers comp claim, regardless of the contract you have written with your drivers. Not to mention the IRS and dept of Labor crawling up your ass about it. Google IRS Independant contractor and you will have a wealth of info with which to make your decision.