Thanks, I'm less concerned with state taxes and more concerned with federal taxes. Everything I'm seeing online says that your initial wager is taxed as part of winnings. As an example, you spend $100 real money on back bet 2 and it wins let's say $10. You now owe taxes on $110. My tax bracket is 22%, so now I owe $24.20 in taxes. This would put me net negative instead of making a profit (I won $10 and owed the US government $24.20). Given that The Dutcher seems to put all free bets on the "underdog" and all real money on the likely winner, your tax burden could be quite high.
It seems to me that federal income taxes will consume a majority of any profit (if not all of it). I'm hoping that I'm missing something here, so let me know if that's the case. Otherwise, I can't continue based on my research.