Tax Year Prior to 2020: Are professional headshots deductible? This is for corporate work, not the entertainment industry.

[KarenL2]

Maybe.  You can claim it only if your employer requires it.   If it is for a job for with you work as an "employee" receiving a W-2, and it is not reimbursed to you, then you can deduct it as an Unreimbursed Employee Business Form 2106.  It goes on Schedule A Itemized Deductions in the Misc section subject to a 2% of Adjusted Gross Income threshold.  If you itemize deductions (as opposed to the Standard Deduction), and your expenses are high enough, it may benefit you.

Where do I enter job-related employee expenses? (Form 2106)

https://ttlc.intuit.com/replies/4800418