Employees of the City of Oldsmar enjoy a comprehensive benefits package that includes a range of perks relating to health, insurance, and sick pay. 


  • New Employees Accrue 12 Days of Sick Leave per Year
  • Employee Assistance Program (EAP)
  • City Funded $1,000 Health Reimbursement Account
  • City pays 100% of Employee Only Coverage for Medical, Dental, Vision, Life & AD&D
    • Life Insurance is 1x Annual Salary
  • Optional Supplemental Insurance - AFLAC, Additional Life Insurance with AD&D, Long Term Disability 

Cigna Badge HR


  • 11 Paid Holidays 
  • New Employees Accrue 12 Days of Vacation Leave per Year
  • 1 Floating Holiday


  • 8% Contribution Made by the City (FRS for Firefighters)
    • Eligible after 3 Months of Employment
    • 50% Vested after 5 Years
    • 100% Vested after 6 Years
  • Optional (two) Deferred Compensation 457(b) Plans
Employee Handbook 2023-2024

This link leads to the machine-readable files that are made available in response to the federal Transparency in Coverage Rule and includes negotiated service rates and out-of-network allowed amounts between health plans and healthcare providers. The machine readable files are formatted to allow researchers, regulators, and application developers to more easily access and analyze data.