Transformation Strategy Manager

Job Type:

Permanent

Build a brilliant future with Hiscox
 

Role:                  Transformation Strategy Manager

Reporting to:    Chief Transformation Officer

Location:          London, York or Colchester

Advert closing date: 13th March 2026

About the Role

As Hiscox accelerates its enterprise‑wide transformation and shifts towards a more integrated, scalable and future‑ready organisation, this role is critical in converting strategic ambition into a clear, actionable and sequenced Transformation Roadmap. The transformation agenda requires disciplined planning, clear scope, strong alignment, and a focus on embedding the cultural and behavioural changes required for sustainable impact.

Working closely with the Chief Transformation Officer (CTO) and senior leaders across the Group, this role provides structure, clarity and momentum to the transformation portfolio. You will ensure strategic goals are translated into well‑defined initiatives, success measures are established, and cross‑functional alignment is achieved. You will also be central to shaping the transformation narrative, driving colleague engagement and helping embed the mindsets and behaviours needed to deliver change.

A key element of the role is horizon scanning—monitoring industry developments, emerging trends, and shifts across the insurance and financial services landscape to ensure the Transformation Roadmap remains current, competitive and future‑focused. You will help anticipate opportunities, risks and external drivers of change and ensure these are reflected in strategic recommendations and programme design.

This role blends strategy development, communication and stakeholder orchestration. Success requires exceptional judgement, strong analytical capability, the ability to work confidently with senior stakeholders, and a deep appreciation for how cultural alignment accelerates transformation.

What You’ll Be Doing

Strategic Road mapping & Alignment

• Translating strategic goals into a coherent, prioritised and sequenced Transformation Roadmap.
• Defining scope, objectives and success metrics for transformation initiatives, ensuring clarity and alignment with enterprise priorities.
• Conducting horizon scanning and monitoring industry developments—identifying emerging trends, risks and opportunities that should shape the Transformation Roadmap.
• Benchmarking against peers, understanding insurance sector transformation norms as well as reviewing other industries and sectors.
• Working with senior leaders to ensure consistent understanding of priorities, interdependencies, risks and required capabilities.
• Supporting governance forums through insight‑rich updates, decision‑ready materials and structured programme oversight.

Engagement & Communication

• Developing compelling transformation messaging that explains the ‘why’, ‘what’ and ‘how’ of change in simple, engaging terms.
• Partnering with Communications to deliver regular updates, leadership narratives and colleague engagement campaigns.
• Producing high‑quality materials to support transformation storytelling and stakeholder alignment across the Group.

Cultural & Behavioural Change

• Embedding cultural and behavioural considerations into all transformation design and execution.
• Identifying the values, beliefs and behaviours required for successful change and partnering with HR/OD to reinforce them.
• Supporting leaders to role‑model transformation behaviours and champion modern, collaborative ways of working.

Execution Support & Delivery Discipline

• Working with workstream leads to shape business cases, refine scope and ensure alignment to intended outcomes.
• Applying structured planning, problem‑solving and analysis to drive clarity and delivery momentum.
• Ensuring consistent use of frameworks, tools and standards across the transformation portfolio.

Governance & Control

• Owning and coordinating the governance rhythm for transformation, including preparation and management of quarterly Change Boards, ensuring decisions, risks and priorities are clearly surfaced and addressed.
• Owns enterprise transformation data, dashboards and insight generation, ensuring a single, reliable source of truth that informs decisions, highlights risks and tracks organisational progress against strategic outcomes.
• Preparing high‑quality updates, insights and materials for the Board and Group Executive Committee (GEC), ensuring transformation progress, risks, dependencies and required decisions are communicated with clarity.
• Defining the meeting cadence across transformation governance forums, owning the TOR’s, maintaining strong discipline around controls, approvals and reporting.

Funding & Financial Stewardship

• Managing the allocation and oversight of transformation funding, ensuring investment decisions align with strategic priorities and organisational capacity.
• Tracking benefit realisation across the transformation portfolio, maintaining transparency over value delivered and surfacing gaps requiring action.
• Assessing portfolio performance, including spend profiles, financial impact, delivery confidence and value contribution.
• Managing funding release gates, ensuring initiatives meet required standards, business case quality and readiness criteria before investment is approved.
• Partnering with Finance to validate financial assumptions, P&L impact and ongoing benefit tracking.

Person Specification

• Strong strategic and analytical capability, with proven experience translating organisational strategy into clear, actionable roadmaps, programmes or large‑scale transformation plans.
• Exceptional ability to distil complexity, turning wide‑ranging inputs, industry developments and emerging trends into clear insights, implications and recommended actions.
• Highly effective communicator, skilled at crafting compelling narratives, simplifying complex themes and producing high‑quality materials for senior audiences.
• Confident influencer, able to engage senior leaders, negotiate priorities, build alignment across diverse stakeholder groups and constructively challenge where needed.
• Experience working in transformation, strategy, consulting or change roles, ideally within complex, multi‑business or regulated organisations.
• Strong commercial acumen, with the ability to connect strategic ambition to measurable outcomes, value opportunities and organisational priorities.
• Curiosity about industry, market and competitor trends, with the ability to translate horizon scanning into actionable insights for the Transformation Roadmap.
• Comfortable operating in ambiguity, bringing structure, clarity and disciplined thinking to evolving priorities and shifting contexts.
• Demonstrated ability to work at pace, delivering high‑quality work under pressure while managing multiple stakeholders and demands.
• Strong problem‑solving skills, able to apply structured thinking, data, evidence and judgement to diagnose issues and shape solutions.
• Highly collaborative, bringing energy, alignment and optimism to cross‑functional work, and fostering a culture of partnership and shared ownership.
• Deep interest in cultural and behavioural change, with an understanding of how mindset, leadership, engagement and ways of working influence transformation success.

About Hiscox

As an international specialist insurer we are far removed from the world of mass market insurance products. Instead we are selective and focus on our key areas of expertise and strength - all of which is underpinned by a culture that encourages us to challenge convention and always look for a better way of doing things.

We insure the unique and the interesting. And we search for the same when it comes to talented people. Hiscox is full of smart, reliable human beings that look out for customers and each other. We believe in doing the right thing, making good and rebuilding when things go wrong. Everyone is encouraged to think creatively, challenge the status quo and look for solutions.

Scratch beneath the surface and you will find a business that is solid, but slightly contrary. We like to do things differently and constantly seek to evolve. We might have been around for a long time (our roots go back to 1901), but we are young in many ways, ambitious and going places.

Some people might say insurance is dull, but life at Hiscox is anything but. If that sounds good to you, get in touch.

Diversity and Hybrid working

At Hiscox we care about our people. We hire the best people for the job and we’re committed to diversity and creating a truly inclusive culture, which we believe drives success.

We have also learned over the past few years that working life doesn’t always have to be in the office, and now it is safe to do so we have introduced hybrid working to encourage a healthy work life balance.

This hybrid working model is set by the team rather than the business to enable you to manage your own personal work-life balance. We see it as the best of both worlds; structure and sociability on one hand, and independence and flexibility on the other.

 

Apply now for further information
 
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