You can't enter stock sales in TurboTax Free Edition. You will have to upgrade to Premier, or use any edition of the CD or download TurboTax software.
In TurboTax Premier, after you enter the name of the brokerage, you will get a screen with two choices: "I'll enter one sale at a time" or "I'll enter a summary for each sales category." Select the second option, and it will then give you boxes to enter the total proceeds and total cost, and select the sale category (short-term or long-term, covered or noncovered). After that screen, you will get a screen that asks if you need to enter another sale, meaning totals for another category. You have to enter separate totals for each category.
