Teams at Chesapeake Employers’ Insurance Company

Provides first- and second-tier technical support in a Windows and Microsoft Office environment. Responsibilities include resolving service desk requests, troubleshooting hardware, software, networks, and account access, maintaining tickets and asset records, deploying devices, documenting procedures, training users, mentoring help desk staff, and supporting IT infrastructure projects. The role serves internal employees, policyholders, agents, vendors, and other external users.

Conducts and processes policyholder payroll audits after policy expiration or cancellation. Reviews account information, determines modifications, resolves disputes with policyholders and agents, and meets productivity, quality, and service standards. The senior role additionally coaches auditors, supports leadership, reviews complex audits, contributes to training, and helps maintain production and quality goals.

Supports treasury operations, cash management, forecasting, banking administration, reconciliations, reinsurance administration, intercompany settlements, and capital finance activities. Prepares financial analyses, schedules, reports, and cash forecasts; coordinates with banks, brokers, reinsurers, auditors, and internal business partners. Maintains controls and records, resolves reconciliation issues, supports statutory deposits and legal entity funding, and contributes to finance, systems, banking, and process-improvement projects.