Guidewire Delivery Director (UK) Location: UK (Hybrid / Remote + Onsite as required) Employment Type: Permanent Industry: Insurance / Digital Transformation Reports to: Programme Director / CIO Overview We are seeking an experienced Guidewire Delivery Director to lead and oversee end-to-end delivery of Guidewire solutions across PolicyCenter, ClaimCenter, BillingCenter, and associated digital, integration, and data workstreams. This is a senior leadership role responsible for shaping delivery strategy, driving execution, ensuring alignment with business needs, and successfully managing cross-functional teams, system integrators, and key stakeholders. The ideal candidate is not required to be a deep technical expert, but must have a strong understanding of Guidewire platforms, insurance operations, and enterprise technology delivery. This person will bring a proven track record of overseeing large-scale transformation projects and managing multiple concurrent workstreams within complex insurance environments. Key Responsibilities Delivery Leadership

Lead end-to-end delivery of Guidewire products (PolicyCenter, ClaimCenter, BillingCenter) across all phases of the delivery lifecycle. Own delivery strategy, planning, governance, and execution. Ensure solutions meet business objectives, regulatory requirements, and agreed SLAs. Drive programme performance, identifying risks, dependencies, and mitigation options early.

Stakeholder & Vendor Management

Act as primary delivery contact for senior internal stakeholders (C-level, Heads of Business, Technology). Manage third-party SI partners, Guidewire specialists, offshore teams, and internal teams. Ensure alignment between business, IT, and delivery partners throughout the project.

Financial & Commercial Oversight

Manage programme budgets, forecasts, business cases, and financial tracking. Ensure commercial value from vendors, contractors, and SI partners. Report on programme health, progress, resource utilisation, and key KPIs.

People & Team Leadership

Lead cross-functional delivery teams including BAs, PMs, Tech Leads, Architects, and Test teams. Drive a culture of accountability, collaboration, and continuous improvement. Support team development, coaching, and performance management.

Delivery Excellence

Implement best-practice delivery frameworks (Agile, Waterfall, Hybrid). Ensure high-quality documentation, governance, compliance, and assurance. Oversee cutover planning, environment readiness, UAT, release management, and hypercare.

Guidewire Knowledge

Maintain an up-to-date understanding of Guidewire applications, configurations, and integration patterns. Translate business requirements into delivery plans and feasible technical approaches. Understand the implications of configuration vs customisation, cloud vs on-prem, and integration with experience & Skills

Required Experience & Skills Experience

10+ years’ experience in IT delivery or programme management, ideally within Insurance. Proven track record delivering large-scale transformation programmes (£5m–£25m+). Direct experience overseeing delivery of Guidewire products (PolicyCenter, BillingCenter, ClaimCenter). Experience managing SIs, external vendors, and multi-disciplinary delivery teams.

Skills

Strong understanding of the Guidewire suite and insurance business processes. Excellent leadership, communication, and stakeholder management skills. Solid financial management and budget oversight. Ability to make informed decisions under pressure and navigate complex environments. Strong problem-solving, prioritisation, and governance capability.

Desirable

Experience with Guidewire Cloud implementations. Background working with General Insurance (GI), Specialty, or London Market. Familiarity with integration middleware, data platforms, and digital front-end technologies.

What’s on Offer Competitive salary + benefits package.

Opportunity to lead high-impact transformation across core insurance operations. A collaborative, forward-thinking technology and delivery environment. Long-term career progression within a rapidly evolving digital organisation.

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