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 #TMG Apply tot his job Apply tot his job