Yes you can import or enter the 1099B for sales. Turbo Tax fills out schedule D for it.
If you are using the Online version you need to use Premier to enter investments. No it is not free.
You pay tax on the net gain. If you have a net loss for the year you can only deduct 3,000 (1,500 MFS) max on your tax return. The rest you have to carryover to next year. You have to report the carryover every year until it's used up. You can't skip a year.
How to import your 1099
https://ttlc.intuit.com/community/entering-importing/help/how-do-i-import-my-1099/00/26254
Enter a 1099B under
Federal Taxes Tab or Personal (Home & Business)
Wages & Income
Then scroll down to Investment Income,
Then Stocks, Mutual Funds, Bonds, Other - click Start or Update
If you have a sale for shares that you bought at different times you can put various for the date purchased. But you should split the sale into 2 sales for short term and long term lots. So if you bought any shares or reinvested dividends within a year of the sale they would be short term.
