Health Plan Options at Retirement. Supervisors retiring from the District under the Teachers' Pension and Annuity Fund shall be eligible to enroll in Items 2. and 3. above, (Prescription Coverage and/or Dental Coverage) in the District Sub-Group Retirees’ Plan. Enrollment in either plan shall be the responsibility of the retiree, payment of the cost of coverage elected shall be the responsibility of the retiree and shall be remitted directly to the appropriate carriers of the specific coverage.