Get your taxes done using TurboTax

It is a work-around, but there is one "solution" - or route - you can take. Using the "Totals" line items on your brokerage statement - entering just the total cost basis and sales proceeds for each column, and in the purchase date - for LT transactions section, make the date anything that will force the system to categorize it into a LT transaction (same for the ST transactions section). Also, doing the same for wash sales. This work-around had been done for many years with so many tax prep software systems (some even the most expensive and sophisticated of them) as systems change across all electronic formats from brokerage firms to tax software systems to the IRS electronic receipt of the information. The IRS wants to know whether short term or long term and the net gains/<losses> for each section. 

 

Don't forget to make sure you also have to enter any interest and/or dividend income as well. At least this way you're not faced with thinking that you have to manually enter ALL transactions individually! IN ADDITION, don't forget to mail in a copy of your Schedule D, a copy of your 8949, and a full copy of your brokerage statement(s) to the IRS - postmarked within 3 days of e-file acceptance. It is my strongest advice to you that you mail all of this out from the PO Certified Mail/Return Receipt Requested as this will be proof of 2 things - that you mailed it within the required time frame, and that the IRS has received your forms (this will be evidenced on the "green card" that you will receive back in the mail once an IRS agent signs for your mail package).