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 our employees 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, even if a resume is provided.
• Please include all other 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.

All job offers are contingent upon the successful completion of a background check 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