This is kinda a stupid question...anyone here have either a sole proprietorship or corp for yourself/team? My boss and I were BSing and he asked me if I made any money racing and I said well... I'll win around a grand in prize money during cross season, but then I spend 5 times that much on cycling every year. He mentioned that I should setup a business and claim a loss for two years and then disband and then in a year or two do the same thing. There are rules around how long you can claim a loss before the business is considered a hobby. I like the idea of writing off my bike expenses, I don't like the idea of being audited