The reason you are not getting the option to enter your gambling winnings is because you have to enter your winnings in the gambling section. Your winnings should be reported to you on a W2-G instead of a 1099. To enter your gambling winnings and claim the losses that go with the winnings, you can select the following:
- Income
- Less common Income
- Prizes, Awards, and Gambling Winnings
- Say No, you did not receive a W2-G, hit next
- Enter your winnings
- On the next screen enter your losses.
Since you have the 1099-Misc You will need to make an additional entry to remove the income but still have the 1099-Misc included on your return.
To remove the income so it is not double reported, you will go to
- Income
- Miscellaneous Income
- Other Income not already reported on Form w-2 or Form 1099
- Select yes to Other Wages Received
- Hit continue 3 times without entering anything
- Say Yes to did you earn any other wages
- Select Other then Continue
- Enter gambling income reported on 1099-Misc instead of w2 g
- then enter the amount of the 1099-Misc as a negative number.
I have also edited the original answer.
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