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That's a good point.  In my case I only had 1 sale date for the year, and sold multiple tranches of ESPP shares previously purchased in years past on a single day at the same selling price.  For date acquired, I used the "Various" date and was able to enter all of the requisite info.  I agree that this would not work with multiple sales in the year, and then you should probably use the trick I found in another thread of entering each transaction using a different brokerage name ("Charles Schwab1, Charles Schwab2, etc.") which also seems to get around the bug.  Thank you for pointing this out!