You enter W-2's one at a time on the SAME tax return. After the first one, you click Add W-2. You are posting from the Free Edition. You will not be able to use Free Edition to enter a 1099Misc. IF you qualify you can try Free File, or if not, you will need Self-Employed.
Major tax reform and major changes in the tax forms have also resulted in changes to the tax software.
WHY DO I HAVE TO PAY? I WANT THE FREE EDITION
The information that you can enter in Free Edition is pretty limited now. Thanks to the new tax laws, there are no more simple Form 1040EZ or 1040A's. Everything goes on a little “postcard-size” Form 1040 that has six extra "schedules" with it, and if you need any of those schedules, you are not able to use the Free Edition.
If you qualify to use it, there is another free version of the software:
Try Free File:
You qualify if your income was $34,000 or less, or $66,000 or less if active duty military, or if you qualify for Earned Income Credit
Note: If you do not qualify to use Free File then you will have to upgrade to Deluxe or higher in the paid versions of the software.