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Originally posted by: prefectQuote
Originally posted by: O2bnVegas
There appears to be a trend toward awarding Free Play instead of cash in slot tournaments, top jackpot on down. The Free Play is for use only at the sponsoring casino. Is the Free Play earned at a slot tournament taxable?
Technically, no, but any amount that you convert to cash is. If you win $10,000 for example, run it through a machine and cash out with $9,000, that $9,000 is income that you are supposed to report on your 1040. Of course, there wouldn't be a W-2g generated on the $9,000, and it would be solely your responsibility to report it.
I don't think it's that easy. The slot tournament and the free play are two different economic activities. One could take the position that this is similar to a "like kind exchange," where, for example, one rental property is exchanged for another. This seems to be your position - only the "boot" counts as income.
However, I doubt, very much, that the IRS would take that position, unless the use of the free play was highly restricted. Consider that the scheme might allow the shifting of income into the next tax year, if the winner was allowed to defer the free play.
If a winner is given the choice between cash and free play, that's a slam dunk for the IRS, black letter, and there would likely be penalties as well.