text: where can my brother in law purchase work comp insurance for his painting business? my brother in law has a painting business and he is being required to purchase workers compensation for his workers.  does anyone know some good places that sell this kind of policy in the chicagoland area?  any and all resources will be greatly appreciated! the same agent that sells his liability coverage should be able to sell him workers comp.    it's kinda hard for contractors to get workers comp on a "stand alone" basis - it's not a very profitable line for agents to sell, so they'll want to write the rest of his business.   but any agent can do it, if they want to.