When entering W2 information for 2018, there is no category for "NY FLI", which appears in Box 14 of my W2. Should the option for "Other - not on above list" be used, or will a category for "NY FLI" be added at some point with a software update?
NY FLI is for paid family leave - a program similar to state disability insurance. This tax is federally deductible (though with tax reform changes it will be harder to see a tax benefit). You should choose "Other mandatory deductible state or local tax not on above list" - see screenshot below. Its a relatively new tax so its possible at some point in the future it may be added to the list similar to NJ FLI but there is no need to wait for an update as the tax treatment is the same with the above selection.
It may be added at some point but for now, choose "Other mandatory deductible state or local tax not on above list" as AnthonyC suggests.
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It depends. These deductions may be deductible as a state and local tax if you itemize your deductions on Schedule A (Itemized Deductions). Please keep in mind that these items would be on Line 5a and combined with your other state and local taxes, which is capped at $10,000 per year. If you do not itemize, then the input of these items will not affect your tax return.
Generally, the Box 14 items of your W-2 are for informational purposes.
NY FLI stands for Family Leave Insurance. It should be reported under Other deductible state or local tax because it is deductible as a state and local tax if you itemize your deductions on Schedule A (Itemized Deductions).