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For sales of personal items: TurboTax Desktop Open or continue your return. Go to Federal Taxes. Go to Wages & Income. Scroll to 1099-MISC and Other Common Income, Locate Form 1099-K. select Start or Update Follow the onscreen instructions to enter your 1099-K. Each gain or loss from a personal item sale needs to be reported separately. If you had a loss on the sale of any personal item, it can't cancel out any gain on the sale of another personal item.   Sales of business items would be on your Sch C and the 1099-K is inside of the Sch C. Gains and losses on items would be netted together for a business. You mentioned personal sales so I don't think you see yourself as doing this for business.   Reference:   How do I enter a 1099-K for personal item sales? @bkgrant10 

@WhatsTheDeal wrote: When researching possible ways to answer that question, I've seen others state to use "None" instead of "Family" since this question appears to apply to the person who is paying for the HDCP coverage.  So it seems like Jan-Sep would be self for me and None for Oct-Dec since I no longer had my own HDPCP plan.   Then under my wife's details she would use Self for Jan-Sep and Family for Oct-2025.    The wording on this series of questions is a bit too generic which I was a I needed a TurboTax person to help with the appropriate answer. Well those "other people" are wrong.   If you are covered by a plan that is paid for by your spouse, you are still covered by that plan within the meaning of the law.     Publication 969 Rules for married people. If either spouse has family HDHP coverage, both spouses are treated as having family HDHP coverage. 

@user17708335723 , Namaste ji --- Bohut Shukrya  ji for closing the loop.  So it does work as expected with laterst update.   Is there more one can do for you ?   And if not  , till next year   pk

To enter your self-employment income select the following: Federal Income and Expenses Show More next to Self-Employment Start next to Self-Employment Yes, to you have any self-employment income or expenses Enter the type of self-employment work you do and you can select that you use your name for your business Click through a few more screens and you will get to a screen that says "Your XX info" Click Looks good Then you will come to a screen that says Let's enter the income for your business.  It will give you the option of 1099-NEC or Other self-employed income including the 1099K , cash and checks. You will select Cash and checks since you did not get a 1099 If you do not select one, it will not let you enter your income Enter your self-employment income on the next screen Continue and on the next screen click add expenses * Please note navigation may differ slightly depending on which version of TurboTax you are using* The income and expenses as an independent contractor  will be reported on Schedule C which is part of your overall tax return. This also means you will be subject to the 15.3% SE Tax.  If you did not pay Self Employment (SE) Taxes in 2025, and if you plan to do this again in 2026, it may be a good idea to make estimated quarterly payments to avoid penalties. Taking Business Expense Deductions  

@TomK2023 wrote:     "You can't include in medical expenses the amount you pay for diapers or diaper services, unless they are needed to relieve the effects of a particular disease."  (Pg. 15)   I would argue here that adult diapers are used to mitigate a disease (adult incontinence due to dementia), in contrast to baby diapers.   It is also not necessarily the case that the rules that apply to deducting medical expenses are always the same as the rules to get insurance coverage.  And in fact, there have been recent changes to the law so that some expenses that are not deductible without a doctor's note are nevertheless eligible for FSA and HSA reimbursement.