Jobs at Westfield Insurance

Leads a team of commercial lines underwriters handling new and renewal business, making complex risk decisions, managing workloads, handling escalated referrals, and ensuring compliance with underwriting standards. Coaches and develops underwriters, establishes authority levels, partners with territory and operations leaders, supports business development, uses quality assurance findings to improve decision-making, and drives profitable risk selection and territory results.

Leads integrated communications strategy and execution for business segments, supporting employees, agents, customers, and leaders. Develops internal, executive, agency, marketing, social, digital, event, and promotional communications; advises leaders; manages change communications; strengthens brand reputation; and uses data, metrics, and stakeholder insights to measure outcomes. Coordinates communications projects with marketing and creative teams while aligning messaging with business priorities and growth objectives.

Manages sales and territory strategy for insurance products across Arizona and New Mexico. Drives profitable growth, develops agency relationships, analyzes sales performance, gathers market intelligence, supports underwriting and agency training, and presents actionable recommendations. Represents the company through agency visits, networking, and community involvement. Collaborates with distribution, underwriting, product management, and corporate teams to meet growth and profitability targets. Requires driving or travel at least 50% of working time.

Leads profitable small business insurance growth across an eight-state territory. Oversees sales performance, forecasting, agency engagement, talent development, hiring, succession planning, and execution of regional growth strategies. Partners with underwriting, product, distribution, and other business units to remove barriers and improve sales productivity. Establishes performance-management rhythms, monitors market trends and competitive dynamics, and drives accountability, coaching, and operational improvements across Territory Managers and agency partners.

Manages daily treasury operations, cash management, investment settlements, reconciliations, journal entries, financial reporting, banking relationships, controls, and treasury risk programs. Partners with Accounting, Tax, Legal, and internal stakeholders to ensure accurate transactions, regulatory compliance, and process improvements. Serves as a subject matter expert and mentors junior staff.

The Senior Actuarial Analyst conducts complex analyses, mentors staff, improves actuarial processes, and collaborates on pricing strategies in Commercial Lines.

Paid ten-week actuarial internship supporting pricing analyses, data validation, actuarial modeling, reporting, profitability and claims trend evaluation. The intern will prepare analytical presentations, conduct industry research, assist with data quality and process improvement, and collaborate with underwriting, finance, and claims teams. Candidates must pursue a quantitative degree, sit for an actuarial exam, demonstrate Excel proficiency, and work onsite four days per week in Chicago.

Drive profitable growth across the assigned VA/MD territory by executing territory strategy, managing agency relationships, analyzing sales data, and collaborating with underwriting and product teams. Represent the company through agency visits and community engagement, provide agency support and training, gather market intelligence, prepare sales reports and dashboards, and meet annual growth and profitability targets.

Paid ten-week claims internship supporting claim intake, documentation review, file organization, information summaries, system updates, data accuracy, deadline tracking, and cross-functional coordination. The intern will learn the specialty insurance claims lifecycle, including investigation, coverage determination, litigation, and resolution, while receiving technical and business training and shadowing professionals across departments.

Participate in a 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 public or private cloud system design. Interns receive classroom and technical training, collaborate with IT teams, attend meetings, and contribute process improvement insights while gaining insurance industry experience.

Paid ten-week underwriting internship supporting specialty insurance teams with risk research, data analysis, application evaluation, underwriting file preparation, competitor benchmarking, pricing analysis, documentation organization, and strategy development. Interns will shadow underwriters, attend client and risk review meetings, learn specialty insurance products and modeling tools, and participate in training and team projects.

Paid ten-week insurance operations internship supporting document processing, policy issuance, records maintenance, application verification, endorsements, renewals, cancellations, quality checks, reporting, SOP updates, audit preparation, 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 onsite four days per week in Berkeley Heights, New Jersey.

Paid ten-week marketing internship supporting content creation, social media, email campaigns, newsletters, marketing events, campaign coordination, market research, analytics, reporting, and cross-functional communications. The intern will help create visual assets, manage marketing calendars, track campaign performance, maintain marketing documentation, and contribute ideas for brand awareness initiatives. The role requires onsite work four days per week in New York and offers training, mentorship, networking, and exposure to the insurance industry.

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

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

Paid ten-week IT internship supporting software and systems engineering projects. Responsibilities include gathering technical requirements, collaborating with cross-functional teams, developing and testing digital solutions, coding and automating applications, designing cloud, network, and storage systems, and contributing to process improvements. The role includes classroom training, mentoring, industry projects, and exposure to insurance technology.

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.