Guidewire Transformation Director

For one of my leading Insuretech clients we are seeking an experienced Guidewire Transformation Director to lead and deliver large-scale insurance transformation programmes. This role is responsible for defining and executing the end-to-end transformation strategy across Guidewire platforms (PolicyCenter, ClaimCenter, BillingCenter), ensuring alignment with business objectives, operational efficiency, and long-term digital capability.

Key Responsibilities

• Lead the end-to-end transformation strategy and delivery of Guidewire programmes across the organisation
• Own programme governance, ensuring delivery is on time, on budget, and aligned to business outcomes
• Act as the senior interface between C-suite stakeholders, business units, and technology teams
• Drive business transformation, including process redesign, operating model evolution, and change management
• Oversee multiple workstreams (business, technology, data, integration, testing, and deployment)
• Ensure alignment with Guidewire best practices and target architecture
• Manage third-party vendors, system integrators, and delivery partners
• Lead programme teams, including Programme Managers, Business Analysts, Architects, and Delivery Leads
• Drive risk management, issue resolution, and stakeholder communication at executive level
• Ensure successful adoption and business readiness, including training, UAT, and post-implementation support

Required Experience

• Proven experience leading large-scale Guidewire transformation programmes (PolicyCenter, ClaimCenter, BillingCenter)
• Strong background in insurance / InsurTech environments
• Demonstrated experience at Director / Programme Director level, leading complex, multi-country programmes
• Experience managing budgets, governance, and delivery across global teams
• Strong understanding of digital transformation, cloud, and modern insurance platforms
• Excellent stakeholder management skills, including CIO, CTO, COO, and business leadership engagement
• Experience with Guidewire Cloud transformations
• Background in data migration, integration architecture, and API-driven ecosystems
• Experience with Agile at scale (SAFe or similar frameworks)
• Guidewire certifications or relevant transformation credentials
• Strategic leadership with a hands-on delivery mindset
• Strong commercial awareness and ability to drive business value
• Exceptional communication and influencing skills
• Ability to operate in fast-paced, complex transformation environments