After reading Jean Scott's "Tax Help for the Frugal Gambler" I decided to
follow the advice therein (which she's also written about in some published
magazine columns) and report gambling income by Winning and Losing Sessions
rather than total of W2Gs. This resulted in lower taxes than using total W2Gs
versus total losses.
However, I am now being audited by the IRS, and I have to hire some
professional help to fight against a possible large tax bill with penalties. The
truth is, the cost of hiring such help could end up be more than the tax
savings, even if I win.
While I believe Session totals are far more reasonable and legally
defensible, anyone who wants to file their tax return this way should be cautioned
that their returns could be tossed out, letter audits from non-knowledgeable IRS
people can follow, and soon you will be spending considerable time and
energy and money.
I don't think that advice that its okay to use Sessions fully has stated the
nerve-wracking consequences of what can happen if your tax return is audited.
I actually bent over backwards to report as truthfully as possible, even
including grey-area amounts such as bonus cash and cashback, etc. Kept a
contemporary, accurate gaming diary, etc.
But right now I'm a ball of nerves after getting another IRS letter and
working on a proper response.
The bottom line is - being right might be more painful than overpaying by
using Total W2Gs.
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