VP, Engineering and Applications - Hybrid or Remote Opportunity

As the Vice President of Engineering and Applications, you will define and execute the technology strategy that drives our insurance platforms, enhances digital experiences for customers and agents, and enables data-driven decision-making. You will lead a high-performing team of engineering leaders, architects, and developers, with a focus on platform modernization, multi-tenant innovation, and seamless delivery. Your leadership will ensure solutions are secure, scalable, and deliver exceptional value and user experience. This role supports a multi-client, service-provider model designed to flexibly serve multiple mutual P&C insurance companies. In addition, you will play a key role in advancing our digital transformation efforts, including large-scale data conversions and cloud migrations—initiatives that are critical to our long-term success. This position reports directly to the Chief Information and Technology Officer and is instrumental in shaping the future of our technology landscape. Accountabilities:

• Lead from the front: Set and embody a culture of engineering excellence, hands-on leadership, and accountability.
• Hands-on technical leadership across business applications, architecture, engineering, DevOps, and delivery practices.
• Technology and Platform Strategy:
• * Advance the adoption of core insurance platforms (e.g., Guidewire, Duckcreek, Agent Portals) and cutting-edge GenAI capabilities.
• Drive platform modernization leveraging React, NoSQL, Microservices, and cloud-native SaaS architectures.
• Lead enterprise-scale digital transformation initiatives, including legacy modernization and new digital product development.
• Build and scale multi-tenant platforms to enable servicing multiple client service business units efficiently.
• Champion CI/CD automation, DevOps culture, modular architecture, and scalable design principles.
• Financial Accountability and Cost Optimization:
• * Own the engineering and applications budget with full accountability for delivering cost-effective, high-value solutions.
• Optimize resource utilization, vendor management, and technology investments to ensure scalability without compromising financial discipline.
• Multi-Client Service Model Leadership:
• * Architect and manage application platforms that serve multiple mutual insurance companies in a multi-tenant or shared services environment.
• Design solutions that are configurable and adaptable across different client organizations without significant rework.
• Ensure service-level agreements (SLAs), data security, client-specific compliance needs, and client satisfaction are consistently met or exceeded.
• Data Conversion and Migration Leadership:
• * Manage complex data conversions, system migrations, and platform integrations ensuring data integrity, security, and business continuity.
• Data Security and Privacy by Design:
• * Integrate data security, privacy protection, and compliance frameworks into all phases of application development and platform operations.
• Business Collaboration:
• * Act as a trusted technology partner to Underwriting, Claims, Finance, and other business functions.
• Translate business needs into pragmatic, scalable technology solutions aligned to digital goals.
• End-to-End Delivery Accountability:
• * Oversee meticulous planning, agile execution, and delivery of complex initiatives, ensuring business outcomes and technology excellence.
• End-User and Agent Experience Focus:
• * Champion seamless digital experiences and self-service capabilities for agents, customers, and employees.
• Team Leadership and Talent Development:
• * Build and mentor a high-performing, manager-of-managers organization.
• Establish clear career paths, promote engineering best practices, and cultivate a strong talent pipeline.

Qualifications:

• 15+ years of progressive technology leadership experience, with significant time spent in P&C insurance, modern technology, Cloud and SaaS solutions or related services.
• Demonstrated success leading large-scale engineering teams in delivering modern, cloud-native, multi-tenant applications.
• Experience operating within a multi-client, service provider model — designing, building, and managing platforms that can flexibly support multiple mutual P&C insurance companies.
• Deep expertise driving platform modernization, digital transformation, and complex data conversions.
• Proven expertise with managing multiple core insurance platforms, as well as digital agent/customer-facing solutions.
• Proven track record in managing cost accountability, optimizing engineering operations for efficiency, and delivering solutions that are both high-performing and cost-effective.
• Strong foundation in Data Security, Privacy Compliance, and regulatory frameworks (NIST CSF, NYDFS, CCPA, HIPAA where applicable).
• Deep proficiency in CI/CD pipelines, DevOps, microservices architecture, and modern modular system design.
• Successful track record of improving user experiences and building self-service digital channels.
• Experience operating effectively in fast-paced, multi-priority environments, delivering transformational outcomes.
• Bachelor’s degree in computer science, Engineering, or a related field required; Master’s degree or MBA preferred.
• Cloud certifications (AWS, Azure) or Agile/Scrum certifications are a plus.

Compensation:

• $225,000 - $278,250 commensurate with experience, plus bonus eligibility

Benefits: We are proud to offer a robust benefits suite that includes:

• Competitive base salary plus incentive plans for eligible team members
• 401(K) retirement plan that includes a company match of up to 6% of your eligible salary
• Free basic life and AD&D, long-term disability and short-term disability insurance
• Medical, dental and vision plans to meet your unique healthcare needs
• Wellness incentives
• Generous time off program that includes personal, holiday and volunteer paid time off
• Flexible work schedules and hybrid/remote options for eligible positions
• Educational assistance

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