I have 2 part time jobs while in high school. Can I file for free on Turbo Tax? And how/when do I add my second job?

You should be able to use Free Edition if all you have is two W-2s from part-time jobs.   To add your second W-2, click on the button that says +Add Another W-2 after you enter the first one.   

 

If you haven't already filed your return:

 

1. Open (or continue) your return.
2. Search for W-2 and select the Jump to link in the search results.
3. On the Your W-2 info so far screen, select Add another W-2.
4. Enter the information from the new W-2 on the following screens.

If you already e-filed, you'll have to wait until your return is either accepted or rejected.

• If your return is rejected, you can add the W-2 as previously described before resubmitting or paper-filing your return.
• If your return is accepted (or if you already paper-filed), you'll need to amend your return to add another W-2.