Technology Head of AI

The role

Willis Re is a technology led reinsurance broker built on a cloud native, modular and data driven platform. As The technology Head of AI & Emerging Tech, you will own the overall technology strategy and roadmap for AI, automation and next generation capabilities. As a member of the technology leadership team, you will turn innovation into scaled capabilities across broking, placement, analytics, and client servicing—balancing speed with safety, and experimentation with operational excellence.

You will partner closely with the Product Manager, Brokers and business leaders to design simple and scalable solutions and move them from pilot to production with clear accountability. Operating in a hybrid delivery model, you will set standards, govern risk and ensure alignment to global architectures and security requirements, while enabling regional flexibility where needed.

Key responsibilities

• Define and own the technology strategy for AI, aligned to business priorities; translate value propositions into a roadmap.
• Lead delivery of AI solutions across pricing support, submission triage, document and market data extraction, client insight, workflow automation and co pilot experiences for employees.
• Establish responsible AI governance and controls in partnership with Cyber, Data Protection and Legal, covering model risk, data privacy, transparency, human in the loop and auditing.
• Build the target operating model for AI engineering and MLOps, including model lifecycle management, monitoring, incident response, versioning and cost/performance optimisation.
• Set global standards for AI platforms, toolchains and integration patterns; ensure interoperability with enterprise data platforms and adherence to security and compliance requirements.
• Drive rapid experimentation with clear exit criteria; scale successful pilots into reliable, maintainable services using automated testing, observability and release practices.
• Develop and manage strategic vendor and partner relationships, balancing build vs. buy decisions and negotiating commercial and risk terms that protect value.
• Provide executive level communication and storytelling on technology strategy, risks and outcomes; partner effectively with Product Managers, Brokers and clients to shape solutions that fit market workflows.
• Assist Product Managers to ensure solutions land successfully with business teams.
• Maintain horizon scanning and technology assessment, identifying pragmatic opportunities to introduce new capabilities that enhance agility and global scalability.

About You

You are a business minded technology leader who turns AI and advanced technology into practical capabilities. You combine strategic clarity with hands on depth, moving comfortably from business conversation to solution design and delivery oversight, and you anchor decisions in risk and value.

You thrive in a start up environment and are comfortable operating beyond your usual remit to get things done—partnering with business, engineers and regional leaders to unblock delivery and drive adoption. You communicate crisply with business leaders, make trade offs explicit and hold clear ownership for outcomes.

Skills And Experience

• Significant experience leading digital transformation, with proven delivery of AI, automation and emerging technology in complex, cloud first environments.
• Proven capability to architect end to end solutions as well as deliver them, from reference architectures and integration patterns through to production rollout and adoption.
• Proven delivery of AI/ML and GenAI solutions in production, including document intelligence, NLP, search/summary, recommendation, decision support and workflow automation.
• Strong grasp of responsible AI, security and compliance, including model risk management, privacy, data residency, human oversight and auditability.
• Hands on understanding of AI/MLOps practices and platforms, including model lifecycle, observability, cost control, CI/CD, feature stores and data integration.
• Experience defining and governing enterprise standards and architectures for AI platforms, APIs and integration, aligned to global patterns with regional flexibility.
• Demonstrated ability to partner with business leaders, translating business requirements into scalable solutions
• Vendor and partner management expertise, including evaluation, contracting and ongoing performance management tied to value realisation.
• Excellent communication and stakeholder management skills, with credible engagement at all levels and across multi region teams.

Compensation

Salary Range: US (National): $184,000 - $230,000 - $276,000

The actual salary for this position will be determined by several factors, including the scope, complexity and location of the role; the skills, education, training, credentials, and experience of the candidate; and other conditions of employment. In addition to the base salary, this position may be eligible for performance-based incentives.

We offer a competitive total rewards package which includes health and welfare benefits, paid time off, 401K savings and other retirement programs, as well as employee assistance programs.

The actual salary for this position will be determined by several factors, including the scope, complexity and location of the role; the skills, education, training, credentials, and experience of the candidate; and other conditions of employment. In addition to the base salary, this position may be eligible for performance-based incentives.

We offer a competitive total rewards package which includes health and welfare benefits, paid time off, 401K savings and other retirement programs, as well as employee assistance programs.

About Willis Re

We combine specialist broking with analytics, modeling and research to help insurers optimize risk transfer, strengthen balance sheets and achieve sustainable growth. Our approach is relationship-driven, transparent and outcome-focused.

At the heart of Willis Re is a focus on delivering the most cutting-edge analytical solutions to enable more informed, better decision-making for risk selection, portfolio optimization, and capital management.

The launch of Willis Re brings a strategic advantage of being unhindered by legacy, an ability to leverage data, statistical models and advanced technologies with the best knowledge and expertise to deliver more efficient and effective reinsurance outcomes. This places Willis Re in a unique position to build a truly analytically driven business, focused on creating solutions for the reinsurance industry that are future led and forward thinking.

Willis Re will also leverage recognized technical expertise from WTW’s Insurance Consulting & Technology business including their advanced modeling and analytical capabilities. Alongside this will be WTW’s Research Network, an award-winning business supporting and influencing science to improve the understanding and quantification of risk.

Willis Re is committed to embracing a diverse, inclusive, and flexible work environment. We provide equal opportunity to all qualified individuals regardless of race, colour, religion, age, gender, gender expression, national origin, veteran status, disability, orientation, or any other legally protected categories. If you have a need that requires accommodation, please email us at [email protected]