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Underwriter / Senior Underwriter

Dayforce, Towson, MD, United States


Job Description Posted Tuesday, April 14, 2026 at 4:00 AM

Who We Are Chesapeake Employers’ Insurance Company is a purpose‑driven organization dedicated to improving the lives and livelihoods of our policyholders, injured workers, team members, and the community. As a leading workers' compensation specialty insurer in the mid‑Atlantic region, we take pride in being a force for good. Our 350 team members are committed to making a positive impact every day in the lives of all our stakeholders. Join our motivated, professional team as we foster a culture of values, teamwork, innovation, and collaboration. Established in 1914, Chesapeake Employers Insurance, headquartered in Towson, Maryland, has over a century of experience, a strong financial foundation, and an "A" rating from AM Best.

Position Summary Develop and analyze underwriting data to determine if risks meet company underwriting standards within an assigned territory. Assist department management with special projects. Serve as Mentor to others within the department.

Duties and Responsibilities

Perform underwriting activities and risk selection process in accordance with company policies and letter of authority.

Accountable for risk selection, pricing, and file documentation within assigned territory.

Develop and achieve Agency Business Plans regarding new premium growth and renewal retention for assigned agencies.

Interact with policyholders and/or agents to ensure proper pricing, growth, profitability and adherence to company policies and procedures.

Develop acceptance/rejection and pricing recommendations on accounts that exceed delegated authority.

Provide authority to underwriters and associate underwriters for risks that are outside their delegated authority.

Accountable for achievement of overall loss ratio, pricing, premium and service objectives as established in company/department business plans.

Actively support Company Strategies and Departmental Goals.

Provide timely and accurate information to management regarding status of individual territory.

Maintain, monitor, and manage assigned book of business utilizing reports or other methods as provided or necessary.

Conduct agency/customer visits to develop and maintain relationships, resolve issues, generate profitable new business and retain profitable existing accounts.

Proactively anticipate and satisfy the needs of internal and external customers by providing superior customer service.

Actively work to design solutions to identified or perceived problems.

Assist in Underwriting audits and management reviews.

Keep abreast of the competition, their products, philosophies, distribution systems, and market trends, and communicate such information within the organization.

Assist supervisors and management on projects or other duties as assigned.

Provide training / mentoring and orientation to Associate Underwriters and Underwriters, as well as, others within the organization.

Skills, Education and Experience

A Bachelor’s degree is required. Industry experience may be considered as equivalent to this education requirement in conjunction with earned industry professional designations or certifications.

Required industry related professional designations or certifications (CPCU, WCP, AU etc.).

5 to 8 years of related commercial underwriting experience to include WC Insurance.

Demonstrate technical / industry expertise through knowledge, education and application.

Demonstrated ability to consistently make sound underwriting decisions on complex or unusual issues.

Positional Competencies

Customer Service Management

Practical Knowledge

Analytical Thinking/Problem Solving

Communicating Effectively

Influence Negotiation

Drive for Results

Physical Demands While performing the duties of this job, the employee is regularly required to sit, use hands to finger, handle or feel objects, tools or controls; reach with hands and arms. The employee is occasionally required to stand, walk, stoop, kneel, crouch or crawl. The employee may occasionally lift up to 30 pounds. Specific vision abilities are required, which includes close vision, peripheral vision and the ability to adjust focus.

Work Environment Office Environment. The noise level is usually moderate.

Salary $75,358-$113,043 (Per year, commensurate with experience. Exempt)

What We Offer We offer a competitive benefits package that includes health, vision, and dental coverage, a robust PTO plan, an 8% employer contribution to retirement regardless of team member contribution, educational assistance, and opportunities to participate in team member appreciation events. Additionally, we provide STD, LTD and group life insurance 1X a team members salary. You'll also enjoy free tickets to community attractions, all part of our commitment to providing a high quality of work life. You will have the flexibility to thrive in a hybrid work environment and an opportunity to participate in development and volunteer programs.

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