I started 2007 working as a consultant for a start-up company. I kept my health insurance from a previous employer paying the full monthly premiums under the COBRA rules. About mid-year the company hired me fulltime, but their healthcare plan wasn't as good as the one I had through my former employer. Because of this I stayed on that plan paying my monthly premiums under the COBRA rules. My company reimbursed me for the portion of the premium that they would have paid for me under their health plan (which amounted to about one half of what I paid for the COBRA plan). Tax question: What, if any, part of the COBRA insurance premiums I paid can be written off on a Schedule A under medical deductions?