Without specifying your state, it's hard to answer. But in any case, if it were me, I'd ask my CPA. And if I didn't have one, I'd get one. A good CPA is an asset to any investor or businessperson. Make sure you don't engage one who thinks his or her job is to collect tax. A good CPA, by my lights, is approachable and willing to answer your questions--and understands that his or her primary work and goal is to helpfully guide you to ways that you can legally avoid tax.