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> For example, you'd need to hand-enter every stock trade (even automated re-investments) even though your broker likely already electronically sent this information to the IRS.

This is not true for most folks, who can use one of two exceptions that allow summarizing. Exception 1 allows you to simply report totals on Schedule D. Exception 2 has you file Form 8949 with summarized rows, as long as you attach a statement with the detailed transaction info (the brokerage 1099-B generally suffices).

https://www.irs.gov/instructions/i8949#en_US_2021_publink100...

These are the very same exceptions that tax software uses.



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