Chaucer Group
Finance Technology Delivery Manager (12 month FTC)
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Finance Technology Delivery Manager (12 month FTC)
Technology Delivery Manager – Finance Transformation
About Us
Chaucer is a leading insurance group at Lloyd’s, the world’s specialist insurance market. We help protect industries around the world from the risks they face, serving major airlines, energy companies, shipping groups, global manufacturers, and property groups.
Headquartered in London, with international hubs in Copenhagen, Dubai, Miami, Dublin, Singapore, Sydney, and Bermuda, we operate close to our clients worldwide. For more information, visit our website: www.chaucergroup.com
Role Summary
The Technology Delivery Manager leads end-to-end technology initiatives across their portfolio, with a focus on finance transformation programmes and projects. This role requires expertise in technology delivery alongside experience in managing complex finance change, including finance systems modernisation, data, regulatory, and operating model transformations.
Sitting within the Transformation organisation, this position is a critical partner to Finance, Product Management, and Technology teams. The role involves translating business and finance strategy into executable delivery plans, ensuring timely, cost-effective, and high-quality outcomes while embedding sustainable change into Business-as-Usual (BAU).
Key Accountabilities
Delivery & Execution
- Own the end-to-end delivery of complex technology programmes and finance transformation initiatives, covering systems, data, process, and operating model changes.
- Deliver multi-year finance technology roadmaps, aligned with business strategy, regulatory requirements, and product priorities.
- Ensure robust, realistic delivery plans with clear milestones, dependencies, and critical paths.
- Maintain oversight of the entire delivery lifecycle from initiation and design through build, test, deployment, and BAU transition.
- Ensure compliance with internal governance, risk, and control frameworks.
Finance Transformation Focus
- Lead finance transformation initiatives, including finance system implementations/upgrades, data/reporting platforms, and regulatory programmes (e.g., those driven by accounting or prudential regulations).
- Partner closely with Finance stakeholders to understand end-to-end finance processes, controls, and reporting requirements.
- Ensure technology solutions support finance outcomes, including control, auditability, data quality, scalability, and operational resilience.
- Bridge the gap between Finance, Technology, and wider business teams, fostering shared understanding and clear ownership.
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Stakeholder & Business Partnership
- Act as a senior delivery partner to Finance leadership, Product Management, and Technology leads.
- Build strong, trusted relationships across Finance, Engineering, Architecture, Service Management, Change, and QA functions.
- Communicate progress, risks, and issues clearly and proactively to senior stakeholders.
- Support executive-level decision-making through clear reporting, options analysis, and delivery insights.
Leadership & Ways of Working
- Provide strong delivery leadership, setting clear direction and expectations for delivery teams.
- Champion modern delivery practices, including agile and hybrid models, within enterprise governance constraints.
- Coach and mentor delivery managers, project managers, and team members, improving delivery capability and maturity.
- Promote continuous improvement, learning, and high standards of delivery excellence.
Risk, Dependency & Vendor Management
- Identify, assess, and actively manage delivery risks, dependencies, and interlocks across complex change landscapes.
- Develop and implement mitigation strategies to protect project outcomes.
- Manage third-party vendors and systems integrators, ensuring commercial value, delivery quality, and contractual performance.
Performance & Assurance
- Define and track delivery KPIs and outcomes, using data to drive transparency and continuous improvement.
- Ensure effective quality, testing, and assurance approaches are embedded in delivery.
- Support internal audit, risk, and regulatory engagement by providing clear evidence of delivery controls and outcomes.
Skills, Experience & Competencies
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Experience
- Proven experience in technology delivery management, delivering complex, enterprise-scale change.
- Demonstrable track record in finance transformation initiatives and programmes.
- Experience in regulated environments, ideally within financial services or insurance.
- Strong background in managing cross-functional, matrix teams.
- Experience working with senior Finance stakeholders and translating finance requirements into technology delivery.
Core Skills
- Excellent delivery management, planning, and execution capability.
- Strong understanding of finance systems, data, and control environments.
- Highly effective stakeholder management and communication skills.
- Commercially astute, with experience in managing vendors and third-party delivery partners.
- Strong analytical and problem-solving ability, operating at both strategic and detailed levels.
Leadership & Behaviours
- Resilient, adaptable, and comfortable leading delivery through change and uncertainty.
- Collaborative, inclusive, and values-driven leadership style.
- Outcome-focused with a strong sense of ownership and accountability.
- Detail-oriented with a commitment to quality and control.
- Acts as an ambassador for change, with a positive and pragmatic mindset.
Why Join Chaucer?
Chaucer is a leading global insurer operating in both Lloyd’s and company markets, supporting industries like nuclear, shipping, manufacturing, and property. Headquartered in London, with offices in Copenhagen, Bermuda, Sydney, Ireland, Miami, Dubai, and Singapore, we remain close to our clients worldwide.
We’ve shown strong financial growth, with Gross Written Premiums increasing from £1.4bn (2019) to £3.5bn (2024), backed by strong teams, platforms, and client relationships.
We offer:
- A flexible hybrid work model supporting individual and team needs.
- A diverse, inclusive culture valuing people for who they are.
- Extensive non-contributory benefits, including:
- Medical and life cover
- Pension provision
- Flexible holidays
- Wellbeing support
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