Head of Digital Engineering

IT - London, London, City of (Hybrid)

In good company.

Hamilton (NYSE: HG) underwrites specialty insurance and reinsurance risks on a global basis through its wholly owned subsidiaries. Its three underwriting platforms: Hamilton Global Specialty, Hamilton Select and Hamilton Re, each with dedicated and experienced leadership, provide access to diversified and profitable business around the world.

Headquartered in Bermuda, Hamilton has over 600 employees with key underwriting operations in London, Bermuda, the US and Dublin. We work collaboratively, we share a passion for the service and results we deliver, and we know that what we do each day is meaningful – to our customers and our business. We believe we are ‘In good company.’ with everyone we interact with.

We’re looking for a

Head of Digital Engineering

Based in London and reporting to the SVP, Software Engineering, the Head of Digital Engineering will be responsible for driving Hamilton’s group digital transformation strategy.

This role combines strategic vision, technical expertise, and leadership to deliver scalable, secure, and innovative digital solutions. Key focus areas include developing cloud-native architectures, modern engineering practices, and digital platforms that enable critical business functions such as underwriting, claims processing, financial accounting, reserving, and regulatory compliance.

The ideal candidate will possess expertise in the Insurance/Reinsurance industry and emerging technologies like Gen AI, machine learning, and cloud technologies. They will also have a proven track record of leading complex digital initiatives, integrating industry standards such as ACORD ADEPT, and leveraging London Market digital platforms (e.g., Whitespace, PPL, Placing Hub).

What you will do

Strategic Leadership

Define and execute the digital engineering strategy, ensuring alignment with Hamilton’s broader business goals and industry trends
Provide technical leadership to a diverse engineering team, setting technical direction, driving innovation, and fostering a culture of high performance and continuous improvement
Collaborate closely with business leaders to identify and address the digital needs of core (re) insurance operations, including underwriting, claims, and financial services

Engineering Delivery & Innovation

Oversee the delivery of digital solutions with a focus on scalability, performance, and security. Ensure all solutions meet regulatory requirements and industry standards
Lead the design, development, and implementation of cloud-native architectures, microservices, and AI-driven solutions that support automation and data-driven decision-making
Champion the adoption of modern engineering practices, including agile methodologies, continuous integration/continuous deployment (CI/CD), and DevOps

Collaboration & Stakeholder Management

Build, mentor, and lead a high-performing team of engineers, ensuring professional growth and skill development tailored to the demands of the insurance industry
Engage with cross-functional teams, including IT Product Teams, Program/Project Management, Executive Leadership team to deliver integrated, customer-centric solutions
Act as a technology evangelist, presenting complex technical concepts in a clear and actionable manner to non-technical stakeholders
Build and maintain strong relationships with external vendors, industry partners, and regulators to ensure Hamilton remains at the forefront of digital innovation in insurance

Risk & Compliance

Ensure all digital initiatives adhere to industry regulations and compliance standards (e.g., SOX, GDPR, FCA, DORA)
Lead risk management efforts, focusing on data security, system integrity, and operational continuity

What you require for the role

Industry experience in software engineering, with time spent within a technical leadership role
Proven track record of delivering complex digital platforms and solutions, preferably within the insurance or financial services sectors
Hands-on experience in delivering major digital initiatives successfully
Experience with the implementation and integration of ACORD ADEPT, Digital Underwriting platforms and messaging systems
Expertise in the insurance and reinsurance domains, including underwriting, claims, financial accounting, and actuarial processes. London Market experience will be a big plus

Technical Expertise

Extensive experience with cloud platforms (AWS, Azure, or Google Cloud) and microservices architecture
Deep knowledge of modern programming languages, frameworks, and tools (e.g., JavaScript, Python, Kubernetes, React, etc.)
Expertise in Agile methodologies and DevOps practices
Strong understanding of security, scalability, and performance optimization specific to the insurance industry

Leadership Skills

Exceptional communication and stakeholder management skills
Ability to inspire and lead diverse, distributed teams
Strong decision-making and problem-solving capabilities
Strategic mindset with a focus on delivering business value in the insurance domain

Conduct Standards

You must act with integrity
You must act with due skill, care and diligence
You must be open and cooperative with the FCA, the PRA and other regulators
You must pay due regard to the interests of customers and treat them fairly
You must observe proper standards of market conduct
You must act to deliver good outcomes for retail customers

What you can expect from us

We offer a vibrant, entrepreneurial, and collaborative culture guided by our values: Be Smart, Be Sensible, Be Open and Be More.

We know if we welcome and respect differences, we’ll attract and retain talent that brings a valuable diversity of perspectives and experience. We want all our colleagues to feel that they can bring their whole selves to work at Hamilton and know that they can be part of building a great company.

Digital Engineering jobs

Head of Digital Engineering