Engineering Leader

About the role

Crum & Forster Company Overview Travel Insured International is a leading travel insurance provider with more than 30 years in business. As a key component of our Specialty Business Unit, within the Accident & Health division, TII provides travel protection plans to help each individual travel confidently. Travel Insured International is proud to offer products to consumers and to agency partners of all sizes. We're committed to providing dependable coverage, great value, and end-to-end satisfaction for all customers.

Responsibilities

• Lead, hire, and develop engineering managers, software engineers, and QA, building a high-performing, engaged organization.
• Own performance management, coaching, career development, and technical leadership development across the teams.
• Drive organizational design and workforce planning to scale engineering capacity with business growth.
• Establish succession plans and a strong technical leadership bench.
• Own end-to-end software delivery accountability—SDLC, Agile practices, and release management across the Agile Release Trains.
• Ensure delivery predictability, development velocity, and on-time/on-scope outcomes.
• Drive the operational adoption and scaling of the standards, patterns, and accelerators defined by the Principal Architect.
• Partner with Product Ownership and RTEs to align capacity, prioritization, and commitments.
• Operationalize AI-assisted engineering practices (GitHub Copilot, Azure OpenAI, AI-assisted testing) across teams, translating the Architect's guardrails into day-to-day team practice.
• Champion responsible AI adoption—balancing productivity gains with quality, security, IP, and compliance.
• Measure and improve engineering productivity and quality using data (DORA metrics, cycle time, defect rates, AI-adoption metrics).
• Embed DevSecOps, CI/CD, test automation, and secure-by-design practices as team norms.
• Drive code quality, engineering discipline, and continuous improvement.
• Ensure engineering practices align to the architectural standards and Azure Well-Architected principles set by the Architect.
• Own run-time operational accountability—incident response, service reliability, availability, capacity planning, disaster recovery, and business continuity.
• Establish on-call, monitoring, and observability practices that keep services resilient and always-on.
• Lead post-incident reviews and drive systemic reliability improvements.
• Serve as a leadership-team member with executive visibility, reporting on delivery, reliability, talent, and AI-adoption progress.
• Partner with the VP of Digital Transformation on engineering strategy, budget, and investment priorities.
• Collaborate closely with the Principal Architect, Product, QA, and Platform Engineering to align strategy, standards, and execution.
• Own the engineering budget and vendor/tooling decisions within the function.
• Act as an engineering thought leader, bringing forward industry best practices, emerging technologies, and innovative approaches that improve delivery effectiveness, engineering excellence, and business outcomes.

Requirements

• Bachelor's degree in Computer Science, Engineering, or related field—or equivalent experience.
• Master's degree in a related field preferred.
• 12 years in software engineering, with 3-5+ years leading engineering teams and managers