I can't imagine that it would be cost-effective for a poker professional to take the time to learn tax law to a sufficient level to gain the expertise necessary to apply the best tax policy to their profession. Although tax rules may seem cut and dried, there is a lot of gray area in the interpretation and application. Proper tax policy must take into account the specifics of your given situation, including risk tolerance, propensity to keep quality records, family situation, etc. Anyone making a decent amount of money fairly consistently doing anything paid other than on a W-2 should probably get a tax advisor. Not that you can't learn the rules, but much like in poker, it is the nuances and the "feel" for the game that can make the difference. You don't want to overpay, but you also don't want to lose your house, wife, and spend a few years behind bars. It costs relatively little to get good tax advice and you are likely to get some business advice that will make the whole thing a net savings for you. Just look at people from Al Capone to Richard Hatch who underestimated the importance of tax policy. For 35% of your earnings it's probably worth spending some time/money to get things right.