What are you looking for?

Explore Our Services

Career Opportunities

Make a Difference

People. It's all about people. Family. Neighbors. Friends. Peers. Keeping people safe at work is our top priority.

When you're a part of the Chesapeake Employers family, your contributions will impact the lives of working people all across Maryland. We believe in treating people with the respect, care, and dignity they deserve. If you would like to work for an organization that strives to do the right thing for its customers, employees, and communities, consider joining Chesapeake Employers and growing your career with Maryland's largest writer of workers' compensation insurance.

Proudly serving Maryland

Chesapeake Employers has been providing workers' compensation to the State of Maryland and its 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, dental, and vision insurance plans
  • Employer-paid disability coverage
  • Competitive compensation & bonus program
  • Paid time off and holidays
  • 401k plan with discretionary contribution
  • Volunteering during work hours
  • Career paths & opportunities for advancement
  • Professional development and certifications
  • Education incentives & tuition reimbursement
  • Wellness & employee assistance programs

Open Positions

Customer Service

POSITION SUMMARY

Dedicated resource for answering customer inquiries regarding Chesapeake Employers’ workers’ compensation insurance policies, claims, products and services.  Serve as Chesapeake Employers’  “front-line” to the customer and provide timely, accurate and courteous responses to their inquiries.  Communicate directly with agents, policyholders, injured workers, attorneys, medical providers and other Chesapeake Employers employees.

DUTIES AND RESPONSIBILITIES

  • Demonstrate expertise in assigned skillsets.
  • Provides front line "first class" service to all internal and external customers.
  • Answers customer concerns regarding information on rates, policies, and claim status to injured workers, attorneys, agents, and medical providers.
  • Perform additional duties as assigned.

SKILLS, EDUCATION AND EXPERIENCE

  • A High School Diploma or equivalent is required.
  • 1-2 years of customer service experience required.
  • Experience in an insurance industry preferred.
  • Excellent verbal and written communication skills required.
  • Basic PC skills required.
  • Knowledge of MS Office Suite is preferred.
  • Bi-lingual preferred.

POSITIONAL COMPETENCIES

  • Bias for Action
  • Deliver Results
  • Personal Leadership
  • Knowledge Sharing
  • Service and Sales Excellence
  • Teamwork and Communication

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.

Interested in joining the Chesapeake Employers family? Click the button below to get started.

 

 

Finance

POSITION SUMMARY

Under direct supervision, analyzes and records financial transactions and maintains financial journals.

DUTIES AND RESPONSIBILITIES

  • Populates excel workbooks to accumulate data for general ledger system.
  • Conducts or assists of simple accounting projects
  • Provides timely and accurate information to management regarding status of assigned projects.
  • Perform accounting within application independently.
  • Reconcile subledger entries to the general ledger.
  • Accounting research on applicable accounting pronouncements and SSAP’s.
  • Assist in compiliation of documents for both internal and external auditors.
  • Other duties as assigned.

SKILLS, EDUCATION AND EXPERIENCE

  • Bachelor’s degree in accounting or equivalent.
  • 0-2 years of experience.
  • Insurance accounting experience preferred.
  • Experience with Microsoft office products is required with Word and Excel.
  • General knowledge of GAAP accounting.

POSITIONAL COMPETENCIES

  • Bias for Action
  • Knowledge Sharing
  • Deliver Results
  • Sales and Service Excellence
  • Personal Leadership
  • Teamwork and Communication

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 include, close vision, peripheral vision and the ability to adjust focus.

WORK ENVIRONMENT

Office Environment.  The noise level is usually moderate.

Interested in joining the Chesapeake Employers family? Click the button below to get started.

 

Human Resources

POSITION SUMMARY

Provides training and technical support to employees in the main operational areas (Claims, Underwriting, Premium Audit, Health Services and Safety Services). This position also works with operational leaders and Human Resources to develop appropriate training curriculum, operational manuals and individualized training programs centered on operational requirements.

DUTIES AND RESPONSIBILITIES

  • Coaches, trains, develops and provides direction and guidance to employees at various levels of experience on operational protocols.
  • Creates and maintains Operational Guidelines, Standard Operational Procedures and Performance Manuals.
  • Conduct trainings, workshops, individual trainings sessions and seminars.
  • Collaborate with Management and Human Resources Business Partners to identify and address areas where training is appropriate.
  • Develop curriculum for operation trainings.
  • Provide guidance to departments to enhance outside training capabilities.
  • Work with HR Trainer and departmental leaders to develop e-learning and onsite training for operational areas.
  • Serve as a resource for Supervisors for training needs of department and team.
  • Assist as need in various departments and within Human Resources.

SKILLS, EDUCATION AND EXPERIENCE

  • A Bachelors Degree or CPCU or AIC designation or other commiserate education.
  • Minimum of 5 years’ experience specific functional area (Claims, Underwriting, etc.)
  • Successful experience in training and leading projects.
  • Demonstrated experience coaching, training and leading people
    Strong writing and PC skills.
  • Good working knowledge of MD Workers’ Comp Law relative to functional area.
  • Ability to manage multiple priorities.
  • Ability to work as a member of a team.
  • Bilingual skills preferred.

POSITIONAL COMPETENCIES

  • Analytical Thinking/Problem Solving
  • Decisiveness
  • Quality Management
  • Customer Experience Management
  • Drive for Results
  • Human Resources Management

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 include, close vision, peripheral vision and the ability to adjust focus.

WORK ENVIRONMENT

Office Environment.  The noise level is usually moderate.

Interested in joining the Chesapeake Employers family? Click the button below to get started.

 

Information Technology

POSITION SUMMARY

Manage their respective function/group to support/deliver IT services that adhere to stated procedures, policies and service levels, in support of departmental goals. The Quality Assurance Manager’s role is to develop, establish, and enforce quality assurance standards and measures for the information technology services within the organization.

DUTIES AND RESPONSIBILITIES

  • Accomplishes information technology staff results by communicating job expectations; planning, monitoring, and appraising job results; coaching, counseling, and disciplining employees; initiating, coordinating, and enforcing systems, policies, and procedures.
  • Maintains staff by orienting, and training employees; maintaining a safe and secure work environment; developing personal growth opportunities.
  • Completes tasks/projects by coordinating resources and timetables within their department.
  • Participates in the selection and hiring of candidates.
  • Contributes to the development and implementation of the department’s goals and objectives.
  • Maintains quality service by establishing and enforcing organization standards.
  • Maintains professional and technical knowledge by attending educational workshops; reviewing professional publications; establishing personal networks; benchmarking state-of-the-art practices; participating in professional societies.
  • Leads the development, establishment, and enforcement of quality assurance measures and testing standards for new applications, products, and/or enhancements to existing applications throughout their development/product lifecycles.
  • Leads the development, establishment, and enforcement of quality assurance measures and testing standards for new applications, products, and/or enhancements to existing applications throughout their development/product lifecycles.
  • Ensures that software quality measures comply with regulatory standards, industry standards, and accepted best practices.
  • Creates methodologies and processes for the collection and analysis of data for ensuring software, systems, and product quality.
  • Directs the analysis of formal test results in order to discover and report any defects, bugs, errors, configuration issues, and interoperability flaws.
  • Determines the selection and appropriate usage of automated test tools and data collection tools.
  • Develops and writes test strategy and plans for tracking defects and fixes in product development, software application development, information systems, and operations systems.
  • Applies established metrics to determine the readiness, quality, and operability of software, systems, and products due for release to clients and/or within the enterprise.
  • Coordinates testing of new software to ensure integration into company systems meets functional requirements, system compliance, and technical specifications.
  • Communicates test progress, test results, and other relevant information to project stakeholders and executive management.
  • Manages all members of the quality assurance team, and ensure that aggressive deadlines are met.
  • Cultivate and disseminate knowledge of quality assurance best practices.
  • Actively supports Company Strategies and Departmental Goals.

SKILLS, EDUCATION AND EXPERIENCE

  • Bachelor’s Degree in Information Technology, Computer Science or related field required. Master’s Degree preferred.
  • 6-10 years of experience in managing people and quality assurance projects preferably in the IT area.
  • 2+ years of experience in overseeing the design, development, and implementation of quality assurance standards for software testing.
  • 2+ years of experience as a QA Manager for major application integration and/or major application product release.
  • Strong knowledge of system testing metrics, best practices and methodologies.
  • Direct hands-on experience with ad hoc query programs, automated testing tools, and reporting software.
  • Knowledge of business theory, business processes, management, budgeting, and business office operations.
  • Proven data analysis, data verification, and problem-solving abilities.
  • Experience with statistical reporting and analysis.
  • Good project management skills and/or substantial exposure to project-based work structures.
  • Understanding of the organization’s goals and objectives.
  • Awareness of management principles, practices, and procedures.
  • Strong leadership skills.
  • Excellent written, oral, and interpersonal communication skills.
  • Highly self-motivated, self-directed, and attentive to detail.
  • Ability to effectively prioritize and execute tasks in a high-pressure environment.
  • Experience working in a team-oriented, collaborative environment.

POSITIONAL COMPETENCIES

  • Pursuing Excellence
  • Making a Difference
  • Leadership Presence
  • Developing People
  • Maintaining Focus and Accountability
  • Strategic Initiative

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 include, close vision, peripheral vision and the ability to adjust focus.

WORK ENVIRONMENT

Office Environment.  The noise level is usually moderate.

Interested in joining the Chesapeake Employers family? Click the button below to get started.

 

Premium Audit

POSITION SUMMARY

Conducts physical audits for policyholders following the expiration of their policy term, or the cancellation of their policy.

DUTIES AND RESPONSIBILITIES

  • Conduct premium audits in compliance with established company policies & guidelines and industry standards.
  • Maintain, monitor and manage audits for assigned book of business (territory) utilizing the necessary tools/resources.
  • Accountable for achievement and maintenance of time to serve, productivity and quality standards based on the department/organizational objectives.
  • Assess and analyze additional significant account information (obtained during audit) and make final decisions regarding account modifications.
  • Work with policyholders, agents and internal staff to analyze and resolve audit disputes as needed, within established guidelines.
  • Complete other duties and special projects assigned by management.

SKILLS, EDUCATION AND EXPERIENCE

  • A Bachelor’s Degree in Accounting, Business, or Finance and minimum of 2-4 years experience in premium audit or related work experience.
  • Insurance coursework desired (CIC, APA).
  • General PC skills, including familiarity with MS Office and emphasis on Excel is preferred.
  • Demonstrated ability to work with diverse customer base.
  • Excellent verbal and written communication skills.
  • Ability to analyze multiple sources of information to prepare proficient reports.
  • Ability to manage workload in which most of time is spent in the field.
  • Possess strong organizational skills.
  • Ability to drive company vehicle.
  • Spanish speaking skills preferred.

POSITIONAL COMPETENCIES

  • Bias for Action
  • Knowledge Sharing
  • Deliver Results
  • Personal Leadership
  • Teamwork and Communication
  • Service and Sales Excellence

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 include, close vision, peripheral vision and the ability to adjust focus.

WORK ENVIRONMENT

Office Environment. The noise level is usually moderate. Daily travel is required. Ability to work in all weather conditions with frequent outdoor exposure.

Interested in joining the Chesapeake Employers family? Click the button below to get started.

 

Safety Services

POSITION SUMMARY

Provides risk evaluation services to the underwriters, the internal customers, and provides risk elimination/control consultation to policyholders and external customers to reduce the potential for work related injuries and control workers compensation costs.

DUTIES AND RESPONSIBILITIES

  • Assists policyholders in achieving a profitable bottom line by instituting a safety culture through the adaptation of business practices that are focused on managing risks.
  • Performs risk evaluation surveys on new and renewal accounts in a thorough and timely manner so underwriters can make informed decisions within established timeframes.
  • Analyze and prioritize an assigned book of business to determine areas of greatest potential impact.
  • Conducts training directly to policyholders on hazards, safety and risk improvement
  • Develops Management Action Plans, with specific and sound recommendations, to impact policyholders' profitability by reducing frequency and severity of accidents.
  • Facilitates the addressing of policyholder issues with representatives from other departments (the internal customers).
  • Establishes and/ or enhance business relationships with customers and agents, taking prompt action to address problems or facilitate the response to policy/workers compensation related questions.
  • Trains and/ or consults with policyholders, Safety Services staff, and representatives from other Chesapeake departments
  • Participates on projects and completes other duties as assigned
  • Operates a Motor Vehicle.

SKILLS, EDUCATION AND EXPERIENCE

  • A Bachelor’s degree and 2-4 years of experience in safety management, safety consultation or related field.
  • Alternately, relevant certification and 7 years of insurance related experience, or a satisfactory combination of education and experience.
  • Professional certification not required but are preferred (i.e. CSP, CIH, ARM, CPCU)
  • Proficient computer skills (including Word, Excel, Powerpoint, and Outlook)
  • Knowledge of health and safety issues, in general, and OSHA standards, in particular.
  • High level of independence and organization.
  • Ability to analyze data and formulate action plans for improvement
  • Strong interpersonal skills.
  • Good verbal and written communication skills

POSITIONAL COMPETENCIES

  • Bias for Action
  • Knowledge Sharing
  • Deliver Results
  • Service and Sales Excellence
  • Personal Leadership

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 include, close vision, peripheral vision and the ability to adjust focus.

WORK ENVIRONMENT

This position may work from a home office and in a field position. The environment may vary daily and is contingent on the policyholder being visited.

Interested in joining the Chesapeake Employers family? Click the button below to get started.

 

Underwriting

POSITION SUMMARY

Develop and analyze underwriting data to determine risk acceptability in accordance with company policies and letter of authority. Assigned risks will consist of smaller or average exposure with some account assignments given to develop and expand knowledge of a greater array of accounts in preparation for the next level of authority.

DUTIES AND RESPONSIBILITIES

  • Perform underwriting activities and risk selection process in accordance with company policies and letter of authority.
  • Interact with policyholders and/or agents to ensure proper pricing, growth, profitability and adherence to company policies and procedures.
  • Accountable for risk selection, pricing, and file documentation within assigned territory.
  • Develop acceptance/rejection (pricing) recommendations on accounts that exceed delegated authority.
  • Identify and meet the needs of customers by providing superior customer service.
  • 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.
  • Build and maintain favorable agency relationships through agency visits, Conduct agency/customer visits to resolve issues, generates profitable new business and retain profitable existing accounts.

SKILLS, EDUCATION AND EXPERIENCE

  • Bachelor’s degree. Additional insurance industry experience may be considered equivalent to some of the education requirement.
  • 0 to 2 years of related commercial underwriting experience to include Workers’ Compensation.
  • Basic PC skills, Word, Excel, PowerPoint and Microsoft Outlook.
  • Bilingual skills preferred.

POSITIONAL COMPETENCIES

  • Customer Experience Management
  • Practical Knowledge
  • Communicating Effectively
  • Analytical Thinking/Problem Solving
  • 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.

Interested in joining the Chesapeake Employers family? Click the button below to get started.

 

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.