You should NOT attempt to fill out the 8949 worksheet manually. Time consuming and easy to mess up. TT will download your 1099's directly from your brokerage account. If you sold a security that was purchased at different times and prices, etrade's software will probably use "first in, first out". It will use as the cost basis for each sale the price paid for the oldest shares first. It's just math, "fairness" has nothing to do with the calculation of the gain/loss. It's very easy to check that all of your trades have been included. Just compare the TT summary screen with what's on the front summary page of the 1099.
I know about 8949's because I do my son-in-law's taxes. He trades options and his 2023 tax return, if printed out, would be 70 pages, mostly LOTS of 8949's]
February 17, 20242:17 PM
