Any expenses directly related to the Form 1099-MISC would be an immediate deduction so you should use those expenses against that income on the business, Schedule C.
Sign into your TurboTax account (online or desktop version):
1. Search box in the upper right
2. Search for business, schedule c
3. Jump to business. schedule c
4. Continue to Edit your business
5. Update the Business Expenses (Other Common Business Expenses)
The job related expenses that directly relate to the W2 can be used as an itemized deduction.
You can go directly to enter the expenses using these steps either TurboTax online or desktop.
1. Search box in the upper right
2. Search for job expenses, employee
3. Jump to job expenses, employee
4. Continue to enter your expenses
These expenses can be entered on Form 2106 and combined with other expenses on itemized deductions, Schedule A. Job expenses must first meet the threshold of 2% of adjusted gross income (AGI), then any amount over that is allowed to be used.
TurboTax will optimize your tax return for the lowest tax using the best method, either itemized deductions or the standard deduction.