He is still in the business of accepting wages and must therefore file Form monthly even though no tax is due. Chicago tax attorney Chicago tax lawyer Gambling and Taxes gambling IRS gambling tax gambling taxes IRS attorney IRS audit IRS audit rate IRS audit statistics IRS exam IRS examination IRS gambling IRS Lawyer millionaire audits revenue agent Robert E.3 fires casino CAR CRASH AT CASINO NIAGARA Gambling losses (technically, “ losses from wagering transactions”) in a tax year are deductible, but only to the extent of that year’s gambling gains. Individuals who are not “professional” gamblers deduct gambling losses (against wins) only as miscellaneous itemized deductions. Is there a gambling losses tax deduction I can claim on my tax return? Power of Attorney required. Does not provide for reimbursement of any taxes, penalties or interest imposed by taxing authorities. Gambling Tax Refund Attorney. Porter Law Office, LLC is an IRS-approved CAA who assists Canadians and other non-residents who gamble in the United States with recovering taxes The IRS may freeze your gambling tax refund and require you to substantiate (prove) your gambling losses.