I don't know if the actual question you have is clear, or how this relates to using ProSeries for income tax preparation and filing?

Yes, some people have multiple businesses. Yes, multiple businesses can apply. No, over $100k is not used; there are limits. Yes, you would have to Qualify. How does "$20,833" apply here?

Is what you really want to know: Can a person keep getting free money multiple ways from the public? Answer: apparently so.