Senior Director, Technology - Underwriting & Product Applications

The Senior Director, Technology – Underwriting & Product Applications leads engineering teams that manage multiple systems to streamline policy administration and product development at Coverys. Reporting to the CIO, this position is responsible for defining the technology roadmap and implementing solutions, with engineering & execution excellence, for our Underwriting organization. The measurable business value will contribute to profitable growth & efficiency at Coverys.

Essential Duties & Responsibilities

Technology Vision & Engineering Leadership

• Responsible for the UW & Product Technology vision and roadmap: Define and execute a cloud-first strategy that ensures platforms deliver strategic business goals across the underwriting and product teams.

• Lead engineering and scrum teams to design, build, and integrate systems, ensuring architectural decisions are aligned with standards and are scalable, secure, and resilient.

• Recommend architectural solutions that ensure platform scalability, performance, and adaptability to changing business and regulatory requirements.

• Continuously assess platform performance and enhancement opportunities, driving system optimization through configuration, custom development, and adoption of newly released functionality.

• Provide strategic oversight for the entire underwriting & product systems landscape, including Duck Creek.

• Manage technical support models, including incident management, root cause analysis, release management, and change control processes.

• In collaboration with Senior Director, Data, drive adoption of AI/GenAI, advanced analytics, and intelligent automation (RPA) to reduce manual work

Stakeholder Engagement and Governance

• Operate as a strategic advisor to the UW and Product senior business leadership, translating requirements into actionable, value-driven solutions.

• Partner with business leadership to ensure technology engineering priorities enable business strategy.

• Operate as the point person for UW and Product senior leadership in technology organization.

Team & Culture Building

• Lead, coach, and develop a high-performing organization, including a team of business analysts and engineers. Set expectations for strategic thinking, operational and engineering excellence.

• Ensure team members’ accountability for measurable KPIs that demonstrate a strong focus on application development, integration, and platform support.

• Act as a visible change agent for technology-led transformation, driving adoption and measurable business impact.

• Define and communicate clear expectations, provide regular constructive feedback, and evaluate performance against objectives. Monitor work for efficiency, effectiveness, and quality.

• Carry out supervisory responsibilities in accordance with the organization's policies and applicable laws. Responsibilities include interviewing, hiring, and training employees; planning, assigning, and directing work; appraising performance; rewarding and disciplining employees; addressing complaints and resolving problems

Program Delivery & Execution

• Champion and implement modern engineering practices (Agile, DevSecOps, CI/CD) to drive velocity and innovation.

• For critical initiatives, be the IT Lead that will drive solution development with business leaders, delivering measurable outcomes in operational efficiency & support product growth.

Vendor & Ecosystem Optimization

• Evaluate and manage cloud platforms, SaaS providers, and implementation partners, ensuring maximum business value and ROI.

• Manage vendor relationships for 10+ solutions that are used by UW and product teams.

Education, Experience, Competencies & Values

• Bachelor’s degree in computer science, engineering or a relevant field is required.

• 8-10 years of experience in technical leadership roles within software engineering or IT, ideally in financial services or other highly regulated, complex environments.

• Proven expertise in software development practices, cloud-based technologies, system integration, and cybersecurity principles.

• Experience leading DevOps and engineering teams in complex, global environments, with principles of engineering excellence

• Deep expertise in vendor management

• Collaborative leadership style with success in aligning technology executives behind enterprise engineering initiatives.

• Experience developing technical governance models, solution architecture frameworks, and integration strategies across multiple enterprise systems.

• Excellent verbal and written communication skills with the ability to present complex technical concepts to non-technical stakeholders and executive leadership

• A systems thinker who sees the big picture but also understands the operational and technical details to get there.

• A trusted advisor and empathetic partner to the business functional leaders

• Proven track record owning and delivering multiple large-scale system implementations from business case through adoption and value realization.

• All candidates must be eligible to work in the US without sponsorship or restriction.

The base salary range for this role is $225,000-$264,640. Individual compensation packages are based on a variety of factors that are unique to each candidate including geographic location, skill set, experience, qualifications and education.

If you're a caring and customer focused individual who enjoys working with passionate team members, Coverys is the right company for you!