Can I enter two separate job expenses if I have two jobs in the same profession?

[DawnC0]

Yes, you can enter multiple employee expenses related to your W-2 job income on Schedule A.  To itemize work related job expenses, follow this path in TurboTax.  Sign in, click on 'Take Me to My Return' and go to:

1. Select Federal Taxes
2. Select Deductions and Credits
3. Scroll down to Employment Expenses   (you may need to click 'show all tax breaks')
4. Select Start/Revisit  Job Expenses for W-2 Income 

On the very last page of the interview, image attached, you can enter multiple job-related expenses, non-assets. These would include equipment and tools that last than a year.  

These are itemized deductions, and only the amount over 2% of your adjusted gross income is deductible.