Female employeeCareer Opportunities

We are the largest provider of workers' compensation insurance in Maryland, with a corporate commitment to workplace safety. We help our policyholders protect their workers by reducing workplace injuries, while offering an affordable rate. But, it takes more than just a fair price to keep our customers. It takes a strong team of professionals committed to providing world-class customer service.


Male employeeFemale employee
If you have always wanted to make a difference in your job, then we are the place for you! We encourage associates to be innovative and creative. In this way, Chesapeake Employers continues to build on its high-performance culture. We embrace operational effectiveness, excellent customer service skills and value the concepts of our Core Values – integrity, teamwork, excellence, accountability, and moving forward through innovation.

Career Opportunities:

Please check here for current openings.

Important Information:

• The online application must be fully completed to be considered for a position; information must be provided on the application, even if included on a provided resume.
• Include all necessary documents (e.g., cover letter, resume, references).

Superior employee benefits:

Chesapeake Employers offers superior benefits to full- and part-time employees:

• Excellent Medical & Health Plans, including Disability Coverage
• Competitive Compensation
• Paid Time Off & Holidays
• Education Incentives & Reimbursement
• Wellness Program & EAP
• Variety of Development Programs
• Company-sponsored Events

We are an Equal Opportunity Employer.

If you are offered employment, and you accept, you will be required to undergo pre-employment background and drug screening.

Chesapeake Employers' Insurance Company •  Formerly the Injured Workers' Insurance Fund • 8722 Loch Raven Blvd. • Towson, MD 21286   410-494-2000  1-800-264-4943   Privacy Policy and Data Security