Enter every trade on Schedule D. The program will calculate the overall gain or loss. Follow the steps below. 

Enter your W-2 exactly as it appears and your 401k contribution will be taken into account.

To enter an investment sale from a brokerage account (1099-B), follow the steps below.

•        Click on Federal Taxes (Personal using Home and Business)

•        Click on Wages and Income (Personal Income using Home and Business)

•        Click on I'll choose what I work on (if shown)

•        Under Investment Income

•        On Stocks, Mutual Funds, Bonds, Other, click the start or update button