I'm trying to report sales of stocks that I acquired through my Employee Stock Purchase Plan. The UI for doing this on TurboTax appears to be so awful as to not actually support this. I have dozens of lots sold, many of which are simply marked on my 1099-B as being acquired on date "VARIOUS". When I click into one of the stock purchase line items, it asks me question by question and then asks me to re-enter information that it had on the first page but it won't show it to me again!
Why can't TurboTax show something like a spreadsheet view to work out all of this? Isn't that what the actual tax form has? Only asking question by question makes it impossible to consult back and forth in the TurboTax UI to make sure I'm not double counting or entering the wrong row's info. It also doesn't appear to let me just override the whole thing and just enter the final result that I want. It makes me enter every box manually so it's really truly less than useful. I might have to completely ditch TurboTax this year because of this which I am very not happy about since I already completed the other sections.
Does TurboTax Desktop have any better UI for this? Can I continue a partial tax report from the web by importing into the desktop app?
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The entry for the desktop version is similar although the ability to flip between 'form view' and the entry through the wizard will help you with that looking back thing.
Here is how to switch from the online version to the desktop version.
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