As we are all working to file our business and personal income taxes by March or April, I thought I would bring this episode back as we are always seeking more tax deductions. LTC insurance may be tax deductible, depending on how you file your taxes - as an individual and as a business. This episode is from July, 2020, when our tax deadline was moved to July due to COVID. The numbers are from 2020, but the principle stands. in 2023, if you file as a w-2 employee, you 'll need to meet 7.5% of your adjusted gross income in medical expenses to deduct LTC premiums. If you own an S corporation or a partnership, there are age range caps that can be deducted. The 2023 caps are - age