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If you sold some of the stock acquired through dividend reinvestment along with stock acquired through the ESPP, then you do have to adjust the "ESPP" stocks' basis but you don't have to adjust the "dividend" stocks' basis.
Only shares actually acquired at a discount through an ESPP need any "special" treatment. The shares acquired via dividend reinvestment are plain-vanilla "stock", no different than a stock you'd buy through your stock broker.
When entering this information into TurboTax, break your sale into two parts- one for "ESPP" stock and one for "ordinary" stock (which is the portion of this sale that came from those reinvested dividends). You do not need to indicate that this ordinary stock originated from dividend reinvestment.
If you sold some of the stock acquired through dividend reinvestment along with stock acquired through the ESPP, then you do have to adjust the "ESPP" stocks' basis but you don't have to adjust the "dividend" stocks' basis.
Only shares actually acquired at a discount through an ESPP need any "special" treatment. The shares acquired via dividend reinvestment are plain-vanilla "stock", no different than a stock you'd buy through your stock broker.
When entering this information into TurboTax, break your sale into two parts- one for "ESPP" stock and one for "ordinary" stock (which is the portion of this sale that came from those reinvested dividends). You do not need to indicate that this ordinary stock originated from dividend reinvestment.
I've copied and pasted the "missing link" answer:
You really need to "break" the sale into "ESPP" stock and "Dividend Reinvestment" stock and enter the two pieces as separate sales. So if you sold 100 shares, 98 of which you purchased through the ESPP, and 2 of which came to you through dividends that were reinvested, you'd enter the two sales separately. The first you'd enter using the ESPP step by step process and the second you'd enter using the default spreadsheet-like "fill in the boxes" 1099-B entry form.
I am still not sure how to do it. This section is based on the imported 1099-B. I added the purchase lots by myself under the ESPP.
From the Note in below, it says "unless you have additional dividend reinvestment. ..." So I think I can just ignore it from there. But in the final report check it will report an error about it.
Can anybody use a picture to explain how to get around it? RSU section has the option to add dividend but not for ESPP.
TurboTax should fix this issue to make life easier.
Thanks!
Another approach worked for me. After entering the ESPP lots in the step by step section, go to View > Forms and select the capital gains worksheet that pertains to the ESPP stock sale. In Part V Reinvested Dividends, enter the stock purchase lots for only the reinvestment transactions in the spreadsheet. The spreadsheet expands to the number of rows needed. TurboTax will include these lots in the final list of lots on the worksheet with "N/A" in the first column of the record. The total number of stocks will add up to the total sale properly (after all typos are fixed). Note that I could not find a step-by-step question in TurboTax to lead me to this worksheet. Probably most people figured it out themselves, which can explain why this answer wasn't found in this forum.
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