Career Opportunities

Find your next career opportunity with Chesapeake Employers’ Insurance Company.

 

Make a Difference

You deserve a workplace where you can grow, be yourself, and do work that matters.

At Chesapeake Employers, your contributions help make Maryland a safer place to work while elevating local businesses and communities. We're committed to creating a workplace where you will be supported, respected, and empowered to succeed. If you're ready to make an impact and take the next step in your career, check out our available roles today.


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Proudly Serving Maryland

Chesapeake Employers has been providing workers' compensation insurance to Maryland businesses since 1914.

WHAT WE OFFER

If you want to grow your skills and be a part of a caring organization that promotes work-life balance and is meeting the challenges of an evolving industry, then Chesapeake Employers is the place for you.


Health & Disability Benefits

  • Health, dental, vision, and life insurance
  • Short term/Long term disability
  • Health savings account
  • AD&D

Financial Benefits

  • Competitive compensation & bonus program
  • 401k plan
  • Paid vacation and sick leave
  • Paid holidays
Wellbeing benefits description

Wellbeing Benefits

  • Flexible work schedule
  • Health & Wellness Program
  • Employee Assistance Program
Perks description

Bonus Perks

  • Employee Volunteer Program (paid 12 hours/annually)
  • Free tickets to community attractions
  • Employee appreciation events
  • Free parking

Chesapeake Employers’ Insurance Company is an Equal Opportunity Employer. All job offers are contingent upon the successful completion of a background check and drug screening.