Underwriting Platform Transformation Lead

London | Hybrid Working

Permanent - neg./salary

We are supporting a leading insurance business in the appointment of an experienced Underwriting Platform Transformation Lead to deliver a significant programme of technology modernisation, platform implementation and operational transformation.

This is a high-profile leadership opportunity for an accomplished transformation professional with deep experience of the London Insurance Market, a strong understanding of underwriting operations and a proven track record of delivering complex, technology-enabled change.

Working closely with senior executives, underwriting leadership, technology teams and external delivery partners, you will play a pivotal role in transforming the organisation's core underwriting platform landscape, establishing scalable capabilities and enabling long-term operational efficiency.

The Opportunity

You will take ownership of the technology transformation roadmap, translating an agreed target operating model and platform strategy into a structured, executable delivery programme.

The transformation encompasses the implementation and integration of core underwriting platforms, policy administration systems, data migration, technology modernisation and the development of repeatable onboarding capabilities for new syndicates and clients.

Success will require a leader who combines strategic perspective with hands-on delivery expertise, bringing together technology, data, underwriting operations and external suppliers to achieve sustainable business outcomes.

Key Responsibilities

• Lead the end-to-end delivery of a complex underwriting platform transformation, ensuring alignment between business objectives, technology capabilities and the target operating model.
• Develop and execute an integrated transformation roadmap covering core platform implementation, systems integration, data migration, onboarding and operational readiness.
• Oversee the implementation and integration of policy administration systems and the wider underwriting technology ecosystem.
• Lead complex platform and data migrations across multiple syndicates, ensuring effective planning, reconciliation, testing, cutover and stabilisation.
• Establish repeatable and scalable approaches to syndicate onboarding, platform configuration and technology integration.
• Partner with underwriting, technology, architecture, data, security and operational leadership to ensure solutions support business requirements and regulatory obligations.
• Provide senior leadership across multidisciplinary teams, technology vendors, systems integrators and specialist delivery partners.
• Establish robust programme governance, financial oversight, risk management and executive reporting.
• Drive resolution of complex delivery challenges, dependencies and competing priorities across multiple stakeholders.
• Ensure technology and operational readiness for go-live, including testing, resilience, security, support arrangements and transition to service.
• Embed sustainable capabilities, ensuring effective knowledge transfer and clear accountability within permanent business and technology teams.

Experience and Expertise

We are particularly interested in senior transformation professionals who can demonstrate:

• Extensive London Insurance Market experience, ideally gained within Lloyd’s, managing agents, syndicates or major commercial insurance organisations.
• A successful track record leading large-scale, complex technology and business transformation programmes within insurance or financial services.
• Strong experience of underwriting platform modernisation, digital transformation, policy administration systems or underwriting workbench implementations.
• Experience translating strategic objectives and target operating models into practical technology delivery roadmaps.
• Proven leadership of complex systems integration, data migration, testing, implementation and operational readiness activities.
• A broad understanding of insurance technology architecture, data, APIs, cloud platforms, security and operational resilience.
• Experience delivering transformation across multiple business units, legal entities, syndicates or international operations.
• Strong commercial awareness, programme governance, supplier management and technology risk management capabilities.
• The credibility and communication skills to engage and influence C-suite executives, Boards, underwriting leaders and technical stakeholders.
• An ability to navigate ambiguity, simplify complexity, resolve delivery challenges and maintain momentum in demanding transformation environments.

The Leadership Profile

The successful individual will be a confident, commercially aware transformation leader who can operate effectively at both strategic and delivery levels.

You will bring a combination of:

• Strategic vision and delivery discipline – capable of translating complex transformation ambitions into clear priorities, measurable outcomes and executable plans.
• Insurance market credibility – with a strong understanding of underwriting operations, London Market structures and the challenges of modernising legacy technology.
• Technology and business fluency – able to bridge the gap between underwriting requirements, operating models, technology architecture and implementation.
• Executive stakeholder influence – comfortable advising senior leadership, challenging assumptions and securing decisions across complex organisational structures.
• Collaborative, decisive leadership – bringing clarity, structure and accountability to multidisciplinary teams and external delivery partners.
• A focus on sustainable change – ensuring new platforms and capabilities are embedded successfully and deliver lasting operational and commercial value.

Why Consider This Opportunity?

This is an opportunity to lead a business-critical transformation within an established and ambitious Lloyd’s insurance organisation.

You will have significant visibility across senior leadership and the opportunity to shape the delivery of a modern, scalable underwriting technology environment supporting future growth, operational resilience and innovation.

The organisation offers a collaborative, forward-thinking culture, flexible hybrid working arrangements and a competitive reward package.

If you are an experienced London Market transformation leader with a strong background in underwriting technology modernisation, complex platform delivery and executive-level programme leadership, we would welcome a confidential conversation.

Apply now or get in touch to discuss this opportunity in confidence.

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