Premiums you pay for personal health insurance are always deductible as a schedule A itemized deduction, and you may also be eligible for a premium tax credit depending on your income and family size.
Work-related expenses including liability insurance and malpractice insurance are no longer deductible for W-2 employees for tax years 2018 to 2025. This is something you need to negotiate with your employer, and if your employer is not willing to budge you may want to find a different employer. You could also have a discussion with the state agency that regulates the dental and medical professions in your state. You might even have a chat with the state labor board, because they might have an issue with a W-2 employee being required to pay significant out-of-pocket costs as a condition of employment.
If you do end up remaining at your present jobs and paying the premiums, you can deduct them as itemized expenses on your New York State tax return, but they are not deductible on your federal return. You will enter them on the work related expenses section of the deductions and credits page in TurboTax, and they will flow to the state tax return even though they are not eligible on the federal tax return.
