Retirement tax questions

Gambling losses are not a one-to-one reduction of the taxable winnings.  Losses are entered on Form 1040 Schedule A as a Miscellaneous itemized deduction.  Your total itemized deductions must be greater than the standard deduction for your filing status to have any tax benefit.

Standard deductions for 2016 

  • Single - $6,300 add $1,550 if age 65 or older
  • Married Filing Separately - $6,300 add $1,250 if age 65 or older
  • Married Filing Jointly - $12,600 add $1,250 for each spouse age 65 or older
  • Head of Household - $9,300 add $1,550 if age 65 or older

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