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Investors & landlords
If you are using TurboTax online, you can upload a pdf copy of your 1099-B, to follow-up on the comments from @AmyC, but you will probably need to compress the file size of your 1099-B given the number of pages. TurboTax online can upload a file size up to 4 MB.
At least for the 2021 tax season, uploading a pdf file is not an option in TurboTax CD/download.
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‎April 14, 2022
11:50 AM