Director, Technical Solutions & Modernization

Permanent Full Time

We are looking for a Director, Technical Solutions to join our Insurance Solutions technology team. Reporting to the AVP, Technology, this role will lead the end‑to‑end development and delivery of technical solutions, with a focus on strong project execution, operational resiliency, compliance, and cloud modernization. This leader will partner closely with Architecture, Engineering, Delivery, and Business teams to ensure that solutions are well‑designed, secure, compliant, scalable, and delivered successfully into production.

• Own the end‑to‑end technical solution lifecycle — from initial discovery and design through build, integration, testing, deployment, and operationalization
• Lead delivery of complex technology initiatives, ensuring predictable execution, clear accountability, and alignment to business goals
• Drive cloud modernization by guiding teams through architecture decisions, migration strategies, and implementation across AWS or Azure
• Ensure all solutions meet compliance, security, and regulatory requirements, integrating risk and control considerations into design and delivery
• Advance resiliency practices by embedding fault‑tolerance, reliability, disaster recovery readiness, and operational continuity into solutions
• Partner with Architecture to assess technology options, define solution patterns, and ensure alignment to enterprise standards
• Oversee delivery planning, cross‑functional coordination, and execution management across multiple teams and stakeholders
• Evaluate products, vendors, and tooling options to support modern solution development and accelerate technical delivery
• Support governance through participation in roadmap discussions, funding evaluations, and risk and architecture reviews
• Promote best‑in‑class engineering and delivery practices, ensuring solutions are scalable, maintainable, and aligned to modernization goals
• Serve as a senior advisor to business and technology partners, providing clarity on feasibility, risks, trade‑offs, and recommended approaches
• Build and sustain a high‑performance culture focused on accountability, collaboration, and continuous improvement

• Bachelor’s degree in computer science, Software Engineering, or related discipline
• 10+ years of experience delivering technology solutions in complex, regulated enterprise environments
• Demonstrated experience leading end‑to‑end technical solution development across the full lifecycle
• Hands‑on experience modernizing systems and migrating applications to AWS or Azure
• Strong understanding of technology controls, compliance requirements, and risk management within financial services
• Proven track record of leading cross‑functional delivery using Agile or hybrid delivery methodologies
• Experience in solution design, integration patterns, and modern engineering approaches
• Ability to manage competing priorities and navigate complex technical and business landscapes
• Strong communication skills, with the ability to tailor messaging to technical SMEs, business stakeholders, and senior leadership
• Demonstrated leadership, collaboration, and ability to influence across a matrixed organization

The base salary for this position is between $ - $ annually. This represents base salary only and does not represent other variable compensation components of our total compensation ( i.e. annual bonus, commission etc). If you are selected to move forward in our recruitment process, your recruiter will be able to discuss additional details of our total rewards program with you.

Career opportunities will be open a minimum of 5 business days from the date of posting, closing dates will vary depending on the search activity. All applications received will be reviewed on a rolling basis.

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