Jobs at Westfield Insurance

Leads property and casualty insurance loss reserving, actuarial reporting, pricing analysis, benchmarking, and reserve process optimization. Applies actuarial methods to assess reserve adequacy, analyzes emerging loss trends, develops reserving tools, partners with IT and Finance, and communicates findings to management. Provides technical guidance, mentors actuarial staff, and may supervise employees. Requires ACAS certification, with FCAS preferred.

Leads regional middle-market commercial insurance underwriting and sales strategy to drive profitable growth, production, retention, pricing, and portfolio performance. Manages underwriting leaders and teams, agency and broker relationships, underwriting authority, regulatory compliance, expenses, and talent development. Uses market intelligence, portfolio analytics, and business judgment to identify opportunities, resolve performance issues, and execute regional financial objectives.

Entry-level trainee developing underwriting knowledge, business acumen, insurance operations skills, and professional relationships under direct supervision. Responsibilities include assisting teams, supporting projects and daily activities, conducting research, preparing presentations, completing training, learning company systems and procedures, soliciting feedback, and maintaining compliance with policies, laws, and regulations. The role is hybrid and begins in June 2027.

Entry-level trainee role focused on developing underwriting, insurance operations, business analysis, data management, and reporting skills. Works under direct supervision while completing training, projects, research, presentations, job-shadowing, and day-to-day assignments. Builds business knowledge and professional relationships, learns company systems and procedures, solicits feedback, monitors industry trends, and maintains compliance with policies, laws, and regulations. The role is hybrid, with potential relocation after the trainee program.

Entry-level agribusiness underwriting trainee role conducted under direct supervision. The trainee develops insurance, business, analytical, and operational knowledge through structured learning, project assignments, research, presentations, job shadowing, and relationship building. Responsibilities include supporting team activities, learning company systems and procedures, receiving feedback, monitoring industry trends, and complying with applicable policies and regulations. The role is hybrid, requiring at least three office days per week, and begins in June 2027.

Leads executive relationships with Westfield’s largest national distribution partners. Develops growth strategies, manages partnership lifecycles, oversees governance and performance, identifies market opportunities, and drives profitable business expansion. Collaborates cross-functionally with distribution, underwriting, product, and operations leaders while providing market intelligence, facilitating strategic planning, managing budgets, and resolving partner issues. The role is remote with travel of up to 50% of working time.

Westfield’s summer interns contribute to meaningful projects across insurance, technology, analytics, finance, human resources, communications, and other business functions. Responsibilities may include data analysis, reporting, process improvement, communications, financial support, cybersecurity, IT, audit, risk control, and policy research. Interns collaborate with professionals, develop technical and business skills, participate in networking and professional development, and present recommendations to leaders.

The Executive Assistant provides high-level administrative support to senior leaders, managing schedules, travel, communications, and confidential information while ensuring team alignment and effectiveness.

Handle and manage financial lines claims, provide customer service, evaluate policies, resolve coverage issues, and communicate with management and partners.

The Actuarial Analyst role involves supporting pricing and analytical capabilities, conducting profitability analyses, and collaborating with underwriting teams to inform strategic business decisions.

Manage and oversee Public and Private D&O, E&O, EPL, and other claims; ensure compliance, provide customer service, and communicate with stakeholders.

The Bordereaux Analyst manages bordereaux data, ensuring compliance with Lloyd's reporting standards, collaborating with stakeholders, and analyzing data for performance monitoring.

The Senior Claims Specialist manages D&O, E&O, EPL, Fiduciary, and Fidelity claims, ensuring compliance, client communication, and collaboration with legal counsel and business partners.

Design user-centric Power BI dashboards, collaborate with teams, create wireframes and prototypes, ensuring usability and accessibility across visualizations.

The Business Operations Analyst will analyze business processes and technology platforms, implement improvements, and facilitate projects. Responsibilities include conducting assessments, documenting processes, collaborating with stakeholders, and ensuring the effectiveness of changes to optimize operations.

Assist with reviewing and processing Excess Casualty submissions, ensuring accuracy and compliance, while managing relationships and communications.

The VP of Finance will develop budgets, assist with strategic planning, provide financial analyses, and support business operations, ensuring alignment with financial deliverables.

Coordinate and manage delegated authority workflows, support due diligence and compliance reviews for coverholders, prepare and chase documentation, perform quality assurance, liaise with brokers, auditors and underwriters, assist system testing, and ensure regulatory and internal protocol compliance.

The Territory Leader drives small business growth in a multi-state area, leading teams, managing sales strategies, and ensuring alignment across departments for profitability and performance.

Manage and oversee commercial and financial claims, evaluate policies for coverage, provide customer service, and collaborate with other teams to resolve claims effectively.