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- Tasks: Lead AI strategy and enablement across the organisation, driving innovation and operational excellence.
- Company: Join an award-winning business transforming the insurance landscape with exceptional customer service.
- Benefits: Enjoy a hybrid work-life balance, competitive salary, bonuses, and a supportive team environment.
- Why this job: Be part of a dynamic team reshaping the industry and making a significant impact through AI.
- Qualifications: Proven experience in leading AI strategy, strong technical skills, and understanding of AI governance.
- Other info: We value diversity and inclusion, welcoming all applicants regardless of background.
The predicted salary is between 96000 - 144000 £ per year.
Salary: £120,000 DOE + Bonus and Car Allowance
Work Life Balance: Hybrid
Candidate Journey: Our goal is to reply to applications within 3 working days. We acknowledge, evaluate, and respond to all applications to appreciate your effort.
Are you ready to join an award-winning business that is reshaping the insurance landscape? Our organisation has transformed customer interactions with insurers, setting a benchmark for exceptional service. With our recent digital transformation, we seek passionate and motivated individuals to join us on our journey to success.
We believe attracting and developing talented professionals is essential for our growth. By investing in our team, we foster an environment where innovation thrives and opportunities abound.
Our aim is to innovate, dominate, and disrupt niche insurance globally, seeking innovators who embrace change. Together, we can drive change and make a significant industry impact.
The Role:
This senior leadership role drives Group-wide AI enablement, data science, and activation. You will develop our AI strategy, shape investment priorities, and oversee systems, models, and capabilities that embed AI into our operations, discovery, and value delivery. You will lead our internal data science team, ensuring the right problems are addressed with suitable methods and impact.
We believe competitive AI advantage starts with data—volume, access, structure, quality, and governance. Success lies in leveraging data for insight, experimentation, and automation at scale. This role ensures our AI systems are built on a strong data foundation, partnering with the Head of Data and Data Science teams to ensure AI readiness and strategic use case delivery.
Working closely with the CDIO and cross-functional partners, you will translate ambitions into actionable strategies, ensuring alignment, technical readiness, and ethical compliance for AI scaling across the business. You will also lead AI investment alignment and deployment roadmaps.
What will you do?
Strategic AI leadership:
- Define and refine the Group-wide AI strategy, prioritising initiatives.
- Lead the AI investment framework, establishing funding principles.
- Translate market trends into strategic advantages.
Enterprise enablement and system design:
- Build scalable AI infrastructure: orchestration platforms, RAG, vector databases, AI agents, fallback systems, observability tools.
- Ensure platform capabilities are modular and reusable.
- Govern and optimise the AI lifecycle from experimentation to operationalisation.
Cross-functional alignment:
- Partner with Product and Technology to embed AI into experiences and operations.
- Collaborate with Data teams for high-quality, accessible data products.
- Work with Legal, Risk, and Compliance to uphold AI safety and regulatory standards.
Discovery and culture enablement:
- Develop tooling, sandboxes, and frameworks for AI experimentation.
- Sponsor AI literacy programmes and best practices.
- Promote a discovery-first mindset across teams.
Essentials:
- Proven experience leading AI or data strategy at enterprise scale.
- Strong technical fluency in LLM ecosystems, orchestration, and scalable AI infrastructure (LangChain, OpenAI, Anthropic, vector DBs).
- Deep understanding of AI governance, explainability, and ethics, especially in regulated sectors.
- Success in building operating models and cross-functional collaboration.
- Ability to bridge commercial insight, customer value, and technical feasibility.
Bonus skills:
- Experience in insurance, financial services, or regulated data environments.
- Exposure to operational and customer-facing AI applications.
- Familiarity with AI safety frameworks (ISO/IEC 42001, model carding, fallback strategies).
Diversity and inclusion: We value skills over checkboxes, welcoming individuals regardless of race, religion, sex, sexual orientation, gender identity, or disability. Staysure Group offers training, development, and great benefits.
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Head of AI Systems & Enablement (London) employer: Staysure Group
Contact Detail:
Staysure Group Recruiting Team
StudySmarter Expert Advice 🤫
We think this is how you could land Head of AI Systems & Enablement (London)
✨Tip Number 1
Network with professionals in the AI and insurance sectors. Attend industry conferences, webinars, or local meetups to connect with potential colleagues and learn about the latest trends. This can help you gain insights into what the company values and how you can align your experience with their needs.
✨Tip Number 2
Familiarise yourself with the latest advancements in AI technologies relevant to the role, such as LLM ecosystems and orchestration platforms. Being well-versed in these areas will not only boost your confidence but also demonstrate your commitment to staying ahead in the field.
✨Tip Number 3
Prepare to discuss your previous experiences in leading AI strategies and cross-functional collaborations. Think of specific examples where you've successfully implemented AI solutions or improved processes, as this will showcase your ability to drive change within an organisation.
✨Tip Number 4
Research StudySmarter's culture and values, particularly around innovation and diversity. Understanding our mission and how we approach AI can help you tailor your conversations during interviews, showing that you're not just a fit for the role but also for our team.
We think you need these skills to ace Head of AI Systems & Enablement (London)
Some tips for your application 🫡
Tailor Your CV: Make sure your CV highlights relevant experience in AI systems and leadership roles. Use keywords from the job description to demonstrate your fit for the position.
Craft a Compelling Cover Letter: Write a cover letter that showcases your passion for AI and your vision for its application in the insurance industry. Mention specific achievements that align with the company's goals.
Showcase Technical Skills: Emphasise your technical fluency in LLM ecosystems and scalable AI infrastructure. Provide examples of how you've successfully implemented these technologies in previous roles.
Demonstrate Cross-Functional Collaboration: Highlight experiences where you've worked with diverse teams, such as Product, Technology, and Data. This will show your ability to align strategies across different functions.
How to prepare for a job interview at Staysure Group
✨Understand the AI Landscape
Familiarise yourself with the latest trends in AI, especially those relevant to the insurance sector. Be prepared to discuss how these trends can be leveraged to create strategic advantages for the company.
✨Showcase Your Leadership Experience
Highlight your previous experience in leading AI or data strategy at an enterprise scale. Provide specific examples of how you've successfully managed cross-functional teams and driven AI initiatives.
✨Demonstrate Technical Fluency
Be ready to discuss your technical knowledge of LLM ecosystems and scalable AI infrastructure. Prepare to explain how you have implemented these technologies in past roles and their impact on business outcomes.
✨Emphasise Ethical AI Practices
Given the importance of AI governance and ethics in this role, be prepared to discuss your understanding of AI safety frameworks and how you have ensured compliance in previous projects.
