Retirement tax questions

You should make sure that you enter all of your gambling income in the Less Common Income - Gambling Winnings section.  You can enter W-2G forms and there is a spot for gambling winnings not reported on W-2G.  But all of your gambling income should go in that section.   And keep detailed records of your winnings in case of any inquiries.    You'll be asked about losses when you enter your gambling income - you can deduct your losses, but only if you itemize.   This link has more information.  

If the 1099-K represents cash transfers for gambling income that you have reported elsewhere and you have detailed records of those winnings and transfers, you don't have to report the 1099-K; you can keep it with your detailed tax records.   You don't want to report the income twice.

However, since you have the form and the IRS gets a copy, you can report it in the Other Reportable Income section and then enter a negative number of the same amount in the same section which won't have any effect on your tax return.    If you enter the 1099-K in the 1099-K section and designate the reason as Other, it will go to the Other Reportable Income area, Line 8z of Schedule 1.    Then go back to the Less Common Income section >> Miscellaneous >> then Other Reportable Income, and enter the negative amount and a description (included with gambling income/non-taxable money transfers).   Either way, make sure ALL of your income is entered and keep detailed records.    @Marybeth32