Originally Posted by
chinamaniac
It really depends on how much you earn. The more you make, typically the more you pay in % terms
Your second statement may be true in some form depending on exact laws. I know some people who report based on what they cash out and not what they win and keep online.
So if one wins and converts their online poker chips to Bitcoin should they pay taxes on the bitcoin? Or pay taxes when they convert the bitcoin to USD at some point?
I believe there is a legitimate legal argument to pay taxes on the date of cashout, rather than when you won the money.
This is because the sites you're playing on are illegal and not recognized banking institutions. They are basically giving you an IOU for the money, which they may or may not actually pay you.
So your tax argument could be, "I'm gambling on illegal websites and I haven't made a penny with them until they actually pay me", and then cite countless online gambling sites where big "winners" got screwed and never saw a penny.
Similarly, a comparison could be made to regular employment. If you do work for your employer on December 31, 2016, but get paid on January 2, 2017, then this is 2017, NOT 2016 income.
Poker checks (and other forms of cashouts) can probably work the same way. If the IRS balked, you could probably get a tax attorney to successfully argue it for you, or even manage to argue it successfully yourself.