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I got the same message, but it said we could skip for now and come back later. But i had already input the numbers, and when i got to the end of the form, it appears to have submitted my return. So I hope that means either that is has been corrected early or that Turbo is hanging on to it until it will clear.

Yes, if the medical necessity is documented by a letter from your doctor. You can deduct the cost if you itemize. Only a total of medical expenses greater than 7.5 percent of your AGI can be deducted. 

@M-MTax : "H&R Block will almost certainly abandon Windows 10 support when security updates are no longer being released and that's likely to be this year (or next)."   Microsoft could offer ESR support for Home and Pro for as long as they plan for their other Windows 10 editions.  For example, the Extended End Date for Windows 10 IoT Enterprise LTSC 2021 is Jan 13, 2032  (see here).  Microsoft is already on the hook for ESR support for IoT Enterprise for another six years; so they'll likely already have the binaries required for any corresponding security patches for the Home and Pro editions.  It would just be a matter of packaging them up for those editions at the same time they do that for Enterprise.   Yes, there's no guarantee that other tax software vendors will follow Microsoft's lead.  They could all just take Intuit's lead and ditch Windows 10 before Microsoft does.   Also, there's no guarantee that any current Windows 10 PC will last that long either.  Hardware can and does fail.  In my case a system board failed, replacement boards were no longer available, and building a new PC from scratch would have been more expensive than just buying a brand new pre-built Windows 11 (!) PC.   "In this world nothing can be said to be certain, except death and taxes, and Microsoft pushing you to buy a new PC."  - Bill Gates?  😬

With respect to privacy and the company to select, some people are between a rock and a hard place.   Some don't want to use ANY online platform to prepare their tax return and also don't want to upgrade to Windows 11. That eliminates TurboTax as an option.    As a result, only H&R Block and TaxAct are viable. H&R Block is fairly inexpensive but clunky and who knows what type and how much data they collect while TaxAct is pretty expensive, comparatively, and ditto on the type and amount of data.    I wish all of them good luck with their choice. 

@feierfeilgreg    Your question can be interpreted two ways.   It's not clear if that means you want to prepare a different online return for another person, or if for some reason, you want to redo a return you already prepared.   The answer would be quite different if it's your own return you want to redo--especially if it has already been filed.  So my answer in my first comment above assumed you want to prepare a second return for a different filer.   If that's not the case, then you need to provide more detail so it becomes clear what you are wanting to do. 

I have turbotax online and have been unable to access quick employer forms to submit my 1099s for 10 days now. I keep getting stuck in a loop. I log into my turbotax account, click the link to QEF, and get a screen that tells me to purchase it or log in. I log in again, and repeat the same loop over and over again. I have cleared my cache and I have tried other browsers. I have spent 2 calls with turbotax agents totaling 3 hours of my time at this point, and it has been a complete waste. Beyond frustrating. 

@ feierfeilgreg   Are you wanting to prepare a second return for a different person?  In Online TurboTax you can only prepare 1 Federal return per account.   Another online Federal return would require a second account.  Do NOT try to prepare a second return in the same account, or it will overwrite your current return and make it unrecoverable.   For future reference, desktop software can prepare multiple Federal returns with up to 5 free Federal efiles.   Also see my next comment below in case you are asking about a different interpretation of your question.