Transformation Strategy Manager

Hiscox

21h • Hybrid

About The Position

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.

Requirements

• 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.

Responsibilities

• 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.

Benefits

• Work with amazing people and be part of a unique culture
• If you want to help build a brilliant future; work with amazing people; be part of a unique company culture; and, of course, enjoy great employee benefits that take care of your mental and physical wellbeing, come and join us.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed