ESPP sell vs. exercise

[btrukhnov]

I'm trying to understand numbers on my 1099-B and to correlate them with my 3922.

1099-B shows my ESPP stocks as "Sale" even though I never sold them; they have been transferred to my personal Fidelity account and I still can see them. Form 3922 shows "Date option exercised" and "Date legal title transferred" for them. After I entered all that info into TurboTax, it looks like it is considering the transaction as Short-term capital gain; however my Fidelity account shows they are Long-term gain.

Could somebody clarify this for me? Should I trust TurboTax calculations or should I be looking for some advice? 

[DavidD66]

There is not enough information here to determine whether or not your Fidelity account is correct as well as whether or not TurboTax accurately reflects the underlying transaction.  First of all, if this was an ESPP (Employee Stock Purchase Plan) and you still have the stock, then there has not been a taxable transaction.  Could this have been a Non-Qualified Stock Option (NQSO) transaction, or perhaps Restricted Stock. 

For more information, see the following TurboTax articles:

Employee Stock Purchase Plans

Non-Qualified Stock Options

Incentive Stock Options

Do I need to enter ESPP transactions in TurboTax?

[btrukhnov]

Thank you for your answer!

I was wrong; I did sell the stocks. However, I still don't get it - why TurboTax considering the sale Short Term - there is more than 1 year between "Date Acquired" (03/31/19) and "Date Sold" (06/02/20) on my form 1099-B. 

[DavidD66]

It's very difficult to troubleshoot an issue like this in a public forum like this Community.  I recommend you contact customer support so someone can troubleshoot with you real time and do a screen share if necessary.  To speak with someone, start with:  Contact Us