Jobs at Westfield Specialty

Leads the Personal Lines Underwriting Services Unit, managing underwriters, developing talent, guiding complex risk decisions, and supporting profitable portfolio growth. Oversees performance, service standards, agency relationships, operational improvements, workflow execution, and cross-functional initiatives. Uses business insights and performance data to improve underwriting quality, strengthen agency partnerships, and drive accountability, efficiency, and profitable business results.

Manages sales growth and territory strategy for insurance products across Arizona and New Mexico. Builds agency relationships, identifies market opportunities, supports underwriting and agency development, analyzes sales performance, monitors competitive trends, and presents actionable reports to stakeholders. The role requires extensive field engagement, including driving or traveling at least 50% of working time.

Manages daily treasury operations, cash and investments, transaction processing, reconciliations, journal entries, reporting, and financial institution relationships. Oversees investment settlement and portfolio records, supports financing programs, develops cash management and risk strategies, and ensures regulatory compliance and internal controls. Leads process and system improvements, resolves escalated issues, partners with Accounting, Tax, Legal, and banking teams, and mentors junior staff.

Leads profitable small-business insurance growth across an eight-state territory. Oversees sales performance, forecasting, pipeline management, agency engagement, talent development, hiring, succession planning, and execution of regional growth strategies. Partners cross-functionally with underwriting, product, and distribution teams to improve sales productivity and agent experience. Establishes operating rhythms, monitors market trends and performance data, removes barriers, and builds an accountable, high-performing sales culture. The role includes regular travel throughout the assigned territory and a company car.

Leads complex commercial lines pricing analyses and actuarial projects with limited supervision. Develops pricing techniques, evaluates product performance and market trends, supports state filings, creates datasets and management reports, and partners with Underwriting, IT, and Product teams to implement rate changes. Improves pricing processes through automation and accuracy initiatives while mentoring less experienced actuarial professionals and ensuring compliance with internal and external standards.

Paid ten-week actuarial internship supporting pricing analyses, data validation, actuarial models, reporting, profitability and claims trend evaluation. The intern will conduct research, prepare presentations and recommendations, assist with data quality and process improvements, and collaborate with underwriting, finance, and claims teams. Candidates must pursue a quantitative degree, be sitting for an actuarial exam, demonstrate strong analytical and communication skills, and work onsite four days per week.

Manages sales territory strategy and profitable growth for small business insurance products across Maryland and Virginia. Builds agency relationships, develops business, analyzes sales and market data, presents performance reporting, supports underwriting and training, identifies agency opportunities, and shares competitive intelligence. The role requires at least 25% driving and travel, plus collaboration with distribution, product management, and corporate teams.

Paid ten-week marketing internship supporting content creation, social media, email campaigns, newsletters, marketing events, campaign coordination, market research, analytics, reporting, and cross-functional projects. The intern will help manage marketing materials and calendars, create basic visual assets, analyze digital performance data, and contribute to brand awareness initiatives while working onsite four days per week.

Paid ten-week operations internship supporting insurance policy administration, document processing, applications, endorsements, renewals, quality assurance, reporting, SOP updates, audits, and cross-functional issue resolution. Interns receive classroom and technical training, mentorship, and exposure to underwriting, claims, billing, compliance, and customer service. The role is based in Berkeley Heights, New Jersey, with four onsite days per week.

Paid ten-week IT internship supporting technical requirements analysis, digital solution development, software and systems engineering, application coding and automation, cloud infrastructure, network and storage systems, and process improvement. Interns collaborate with cross-functional IT teams, participate in training and meetings, and gain insurance-industry experience through real projects. The role is based in Chicago, Illinois, or Berkeley Heights, New Jersey, with four days per week onsite.

Paid ten-week IT internship supporting technical requirements analysis, cross-functional solution implementation, digital solution development, software and systems engineering, application coding and automation, and network, storage, and cloud system design. Interns receive classroom and technical training, mentorship, and exposure to insurance operations while collaborating with IT teams on real projects. The role requires onsite work four days per week and is designed for students pursuing technology-related degrees.

Paid ten-week claims internship supporting claim intake, documentation review, file organization, information summarization, system updates, data accuracy, deadline tracking, and cross-functional communication. The intern will learn the specialty insurance claims lifecycle, including investigation, coverage determination, litigation, and resolution, while receiving classroom, technical, mentoring, and cross-departmental training.

Paid ten-week underwriting internship supporting specialty insurance teams with risk research, data analysis, application evaluation, underwriting file preparation, competitor benchmarking, documentation organization, and strategy development. Interns gain exposure to specialty insurance products, underwriting systems, risk modeling tools, policy forms, and regulatory requirements while collaborating with underwriters and participating in training and client risk reviews.

Paid, ten-week underwriting internship supporting specialty insurance teams with research, data analysis, risk assessment, application evaluation, underwriting file preparation, competitor analysis, and strategy development. Interns will organize documentation, attend underwriting meetings, shadow underwriters, and receive training on specialty insurance products, underwriting systems, and risk modeling tools. The role requires onsite work four days per week and is designed to provide foundational technical and analytical experience.

Paid ten-week underwriting internship supporting specialty insurance teams through research, data analysis, risk assessment, application evaluation, underwriting file preparation, competitor analysis, and strategy development. Interns will organize documentation, attend underwriting meetings, shadow underwriters, and receive training in specialty insurance products, underwriting systems, risk modeling, and regulatory requirements. The role requires current enrollment in a four-year degree program, a minimum 3.2 GPA, strong communication skills, and onsite work four days per week in New York City.

Provides administrative and process coordination support for the Westfield Insurance Foundation and Community Investment programs. Responsibilities include managing donation and volunteer grant records, coordinating team volunteer events, tracking budgets and engagement metrics, drafting internal communications, updating graphics, communicating with nonprofit partners, maintaining documentation, and coordinating special projects, timelines, approvals, and follow-ups.

Leads property and casualty loss reserving, reserve adequacy reviews, actuarial reporting, pricing discussions, and competitor benchmarking. Develops reserving models and tools, optimizes processes, analyzes loss trends, supports Finance and IT initiatives, communicates findings to management, and mentors actuarial staff. May supervise employees and manage team priorities.

Entry-level trainee supporting small business underwriting through structured learning, project assignments, research, presentations, data activities, and day-to-day team support. The role develops knowledge of insurance operations, policies, business analysis, data management, regulatory compliance, and underwriting practices while building professional relationships and soliciting feedback.

Leads regional middle-market commercial insurance underwriting and sales strategy, driving profitable growth, portfolio performance, pricing, renewals, and new business. Oversees underwriting teams and managers, develops talent, manages agency and broker relationships, ensures regulatory and quality compliance, allocates resources, and uses market intelligence and analytics to improve financial results. Also manages regional expenses, succession planning, performance accountability, and strategic business development.

Entry-level trainee supporting agribusiness underwriting through structured learning, project assignments, research, presentations, data management, and insurance operations. The role develops business, industry, policy, and regulatory knowledge while building professional relationships and applying feedback. It is hybrid and begins in June 2027.