Agile Delivery Manager

Agile Delivery Manager - Underwriting Workbench - Outside IR35 Contract

The Opportunity

We’re seeking an Agile Delivery Manager with deep experience driving systems change within complex insurance environments, across the Lloyd’s and Specialty markets.

This is a high-impact opportunity to lead a multi-disciplinary team through an ambitious digital transformation programme with significant executive visibility.

Key Responsibilities

• Lead end-to-end delivery of a bespoke Underwriting Workbench platform, ensuring alignment between business objectives, technology execution, and delivery timelines.
• Champion Agile methodologies, fostering a collaborative, outcome-driven culture across business, technology, and offshore development teams.
• Oversee multiple concurrent workstreams, managing dependencies across CRM, workflow, data, and AI integration components.
• Facilitate sprint planning, backlog refinement, retrospectives, and delivery reporting to maintain transparency and momentum.
• Partner with Underwriting, Operations, and IT leadership to remove blockers, manage risk, and drive continuous improvement.
• Ensure disciplined stakeholder engagement and communication across a matrixed, fast-paced environment.
• Promote a culture of accountability and engagement, avoiding a “ticket-only” delivery mentality by encouraging ownership and creative problem-solving within remote teams.

Experience & Skills Required

• Proven track record of delivering complex systems transformation within the Insurance sector, Specialty or Lloyd’s Market.
• Deep understanding of Agile delivery frameworks (Scrum, Kanban, SAFe) and practical experience embedding Agile practices in multi-team environments.
• Strong background in insurance technology delivery, such as underwriting, policy administration, or claims transformation initiatives.
• Excellent stakeholder management and communication skills, with the ability to influence senior leadership and navigate change effectively.
• Experience leading cross-functional and geographically distributed teams, including offshore development resources.
• Exposure to AI-driven automation or data intelligence projects is advantageous.
• Strategic mindset with a delivery-first approach, capable of balancing tactical execution with long-term vision alignment.

This is an initial 6 month contract - Outside IR35 - hybrid working with a team who are in London 3 days per week.