Get your taxes done using TurboTax

Thank you for the clarification. I've received more (contradictory) news from Fidelity about reporting my options transaction. I have been told that I'll receive a grantor letter stating my transaction list for the tax year 2022 in the 2nd week of April (which is already pretty late). Then someone else from Fidelity told me that I will not receive that letter so I don't know whom to believe.  

 

The person who said that I will be receiving a grantor letter said that I can use my year-ending statement to file taxes if I don't want to wait for the letter. The other person who said I won't receive a grantor letter said that since I'm considered a foreign person, I don't need to pay taxes on stock transactions (which seems unbelievable). She didn't have an answer as to why the tax was withheld in this transaction and I need to talk to someone else about it.

 

The transaction in question is this: 

  • Sold a call contract on 08/24 and received a premium of $22.31
  • From this amount, a $5.35 tax was withheld (at a rate of 24% I believe). The rest of the amount was transferred to the cash part of my portfolio
  • I bought back the contract on 08/26 for $4.03 and made a net profit of $18.28

This transaction isn't reflected on the 1042-S. 

 

My questions are these:

  1. What is a grantor letter in this case and does it apply to me? If it does and I receive it, how do I use it to file taxes on TurboTax premium?
  2. Can I use my statement for the month of August to file this stock transaction myself? I tried adding the transaction without a 1099-B on TurboTax with a cost basis of $4.03 and gross proceeds of $22.31. The sale date was 08/26 and the buy date was 08/24. I indicated it as a Short Term covered transaction (I hope Fidelity does report the transaction to IRS here) and suggested that $5.35 Federal Tax was withheld (even though my closed positions list doesn't show the tax withheld and only my August statement does). 
  3. Also, if my way of reporting it is right, will I get an error later as the sale date is before the buy date? I haven't gotten one yet, but if I do, should I flip those dates?

I know this is a complex question and any help would be great. 

 

@DaveF1006