Here is how I resolved the issue. Let me preface this by saying 1) TT customer service was ZERO help. They are just not trained well enough to solve the problem, and 2) I had over 130 stock transactions for the year.
First thing I did was have TT pull transactions from my Ameritrade account. I then confirmed that the total of the transactions TT was showing matched the total of all transactions on the Ameritrade 1099.
On the TT screen that shows the 1099 totals for stock trades, I clicked on edit so I could see each individual stock transaction. If I found an option trade that had negative proceeds, I looked for a corresponding trade for the same stock that had positive proceeds. I then netted the two together to create a single transaction and then I deleted the transaction with the negative proceeds.
For example: My 1099 for 2020 show total proceeds of $1,250. I had a stock option trade with ABC Corp resulting in negative proceeds of $750 and a stock trade with ABC Corp resulting in positive proceeds of $2,000. In TT, I edited the $2,000 transaction in TT so box 1a reflected positive proceeds of $1,250 ($2,000 less $750). I then deleted the transaction with the negative $750 in proceeds. Remember, before deleting the transaction with negative proceeds, make sure you not only combine the negative proceeds with the positive proceeds, but also the costs of each transaction and any disallowed amounts.
This worked for me because I had plenty of positive proceed transactions for each stock which I used to net the negative proceeds against. Because the totals in TT tied out to the totals on my Ameritrade 1099, I do not think this will cause an audit issue. But I guess we'll see because I was able to file my return electronically.
Hope this helps. Just remember, whatever you do, make sure you tie the results out to the 1099 after each change.
