At a Glance
- Tasks: Lead AI strategy and deliver innovative tech solutions in a dynamic environment.
- Company: Join Willis Re, a cutting-edge reinsurance broker focused on technology and analytics.
- Benefits: Enjoy a flexible work culture, competitive salary, and opportunities for professional growth.
- Other info: Be part of a diverse team committed to innovation and excellence.
- Why this job: Make a real impact by transforming AI into practical solutions for the reinsurance industry.
- Qualifications: Experience in AI, digital transformation, and strong communication skills are essential.
The predicted salary is between 100000 - 130000 € per year.
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 the 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.
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.
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.
Technology Head of AI employer: Willis Re Bermuda
Willis Re is an exceptional employer that fosters a dynamic and inclusive work culture, where innovation thrives and employees are empowered to turn cutting-edge technology into practical solutions. Located in London, the company offers significant growth opportunities in AI and emerging tech, alongside a commitment to professional development and collaboration across diverse teams. With a focus on transparency and relationship-driven approaches, Willis Re provides a unique environment for those looking to make a meaningful impact in the reinsurance industry.
StudySmarter Expert Advice🤫
We think this is how you could land Technology Head of AI
✨Tip Number 1
Network like a pro! Get out there and connect with people in the industry. Attend meetups, webinars, or even just grab a coffee with someone who works at Willis Re. You never know who might have the inside scoop on job openings or can put in a good word for you.
✨Tip Number 2
Show off your skills! If you've got a portfolio or examples of your work, make sure to bring them along to interviews. Demonstrating your hands-on experience with AI and emerging tech will set you apart from the crowd.
✨Tip Number 3
Prepare for those tricky questions! Research common interview questions for tech leadership roles and practice your responses. Be ready to discuss how you've led digital transformations and delivered AI solutions in the past.
✨Tip Number 4
Apply through our website! It’s the best way to ensure your application gets seen by the right people. Plus, it shows you're genuinely interested in joining the team at Willis Re. Don’t miss out!
We think you need these skills to ace Technology Head of AI
Some tips for your application 🫡
Tailor Your Application:Make sure to customise your CV and cover letter to highlight your experience with AI and emerging technologies. We want to see how your skills align with our needs, so don’t hold back on showcasing your relevant achievements!
Showcase Your Leadership Skills:As the Technology Head of AI, we’re looking for someone who can lead and inspire. Use your application to demonstrate your leadership experience, especially in digital transformation and team management. Share specific examples where you’ve made a difference!
Be Clear and Concise:When writing your application, clarity is key! We appreciate straightforward communication, so keep your language simple and to the point. Avoid jargon unless it’s necessary, and make sure your main points stand out.
Apply Through Our Website:We encourage you to apply directly through our website. It’s the best way to ensure your application gets into the right hands. Plus, you’ll find all the details you need about the role and our company culture there!
How to prepare for a job interview at Willis Re Bermuda
✨Know Your AI Stuff
Make sure you brush up on the latest trends and technologies in AI, especially those relevant to the reinsurance industry. Be ready to discuss your experience with AI/ML solutions and how you've successfully implemented them in past roles.
✨Showcase Your Strategic Thinking
Prepare to talk about how you've defined technology strategies in previous positions. Think of specific examples where you translated business needs into actionable tech roadmaps, and be ready to explain your thought process behind those decisions.
✨Communicate Clearly
Since this role involves working closely with various stakeholders, practice articulating complex technical concepts in simple terms. You want to demonstrate that you can bridge the gap between tech and business effectively.
✨Be Ready for Scenario Questions
Expect questions that ask how you'd handle specific challenges, like balancing speed with safety in AI deployment. Prepare some scenarios from your past experiences where you navigated similar situations, highlighting your problem-solving skills.