maglib
Level 10

Deductions & credits

@LaJolla  you are posting on a 2019 post and that is old tax law.    If you are interested in 2019 laws as the disability monies would not be taxable income the the legal fees would not be deductible is basically what it ultimately comes down too.  In connection with employment and benefits is taxable income. You are now looking at disability claims. Legal fees for SSD benefit claims are not deductible which could in your argument always be stretched to go back to someone's employment income.  You can always argue your case of course and you can always take your deduction, the question is will you succeed?  All the best.  I do like your case law try though.  Itemized deduction have been severely limited with the large increase in the standard deduction.  

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I am NOT an expert and you should confirm with a tax expert.