Transformation Lead

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. Our customers include major airlines, energy companies, shipping groups, global manufacturers and property groups.

Our headquarters are in London, and we have international offices in Copenhagen, Miami, Dubai and Singapore to be closer to our clients across the world. To learn more about us please visit our website

Job Profile Summary:

The role reports into the Head of Product Management (with dotted line reporting into the Head of TMO) and will be responsible for overseeing the technology transformation journeys across the Chaucer Technology Group (CTG) Product Teams. This role leads a key team as part of the evolution of the operating model and is instrumental in modernising the ways of working.

This role requires a strategic thinker with a technical delivery background and proven management skills. The role has responsibility for the defining technology transformation vision and roadmaps alongside the Product Management Leads across the Business Portfolios, tracking and planning the end-to-end product lifecycle, and aligning product roadmaps with business roadmaps. It also involves managing and mentoring a team of Transformation Managers, and collaborating with cross-functional teams such as Engineering, Architecture, Service Management, and Quality & Technical Assurance within a matrix IT organisation.

They will lead Transformation Management resources (internal and 3rd party) across the product teams, ensuring that business and technology requirements are both delivered and are aligned.

Job Description

• Develop and communicate their Transformation strategy and long-term vision for the Transformation function, ensuring it aligns with Product Management and Business Portfolios broader goals.
• Coordinate with stakeholders within CTG to ensure work is completed on time and within budget
• Act as a liaison across the Transformation Managers, product teams and other stakeholders, and keep senior leadership informed on progress and challenges
• Responsible for the successful delivery of complex IT transformation, including modernising legacy systems, migrating to cloud-based platforms, and implementing new software
• Provide transformational management on large business change to ensure they are completed effectively
• Serve as a subject-matter expert on emerging technologies and industry trends, evaluating their potential to create business value and competitive advantage
• Analyse current IT ecosystems and operational workflows to identify and implement areas for improvement and automation
• Being an active member of the Product Management, management team

Leadership and Strategy:

• Demonstrates a high level of self-awareness through a commitment to continuous, personal improvement and learning
• Demonstrates high personal resilience and ability to adapt to change
• Builds effective teams, coaches and mentor's people
• Translates organisational vision through effective goal setting and strategic planning. Able to think creatively and innovatively
• Understanding of the way the business works and displays knowledge of the external marketplace, to drive the business forward
• Striving to build key relationships and showing ownership of targets; focusing on results
• Develop and execute the transformation strategy in alignment with Product Managements overall objectives.
• Provide visionary management to the transformation team.
• Create and maintain a culture of transformation excellence in the Transformation team
• Ensure that the team is working efficiently and effectively, bringing an agile mindset, adapting to changing circumstances while working within the organisational constraints of budget, resource whilst adhering to quality standards
• Motivate the team to deliver the best services possible, and take responsibility for the teams' actions and decisions
• Set clear goals, foster a culture of ownership and collaboration, and provide opportunities for continuous professional development

Technical Delivery Management:

• Manage the technical planning, preparation and execution of all technology across the Product teams. Ensure work is completed on time, within budget, and to the highest quality standards.

Technical Oversight:

• Provide transformational guidance and support to the transformation team. Ensure the adoption of best practices and the latest techniques. Ensure standardisation, simplification and effectiveness across the transformation value chain

Vendor Management:

• Monitor and review vendor performance against agreed KPIs and metrics

Stakeholder Engagement:

• Collaborate with key stakeholders, including senior management, clients, and partners, to understand their needs and ensure successful transformation delivery.

Risk Management:

• Identify potential risks associated with transformation initiatives and develop mitigation strategies to ensure successful delivery
• Implement robust processes and controls to ensure compliance with industry standards and regulations.

Performance Monitoring:

• Manage and monitor key performance indicators (KPIs) to track the success of transformation delivery. Continuously seek opportunities to improve efficiency and effectiveness.

Skills and Competencies:

• Creates an inclusive environment that values individual difference to leverage diversity.
• Relevant industry experience in transformation leadership roles, with previous experience in a technology delivery leadership position.
• Problem-Solving
  –
  Excellent analytical and problem-solving abilities. Ability to think strategically and make data-driven decisions.
• A team-builder and collaborator, who can work comfortably in a highly collaborative setting.
• Can work comfortably with senior business leadership, has a positive can-do attitude, an ambassador for change.
• Have exceptional management skills, being able to influence cross-functional departmental leaders in a particular direction.
• Can quickly form meaningful connections inspiring trust and confidence in others.
• Detail and quality oriented, with a customer focus, an exceptionally keen eye for detail and highly organised.
• Able to manage multiple priorities and meet deadlines, demonstrating an ability to remain calm under stress and in times of uncertainty.

Why Join Chaucer?

Chaucer is a leading global insurer at Lloyd's, helping industries worldwide manage risk—from airlines to energy, shipping, manufacturing, and property. Headquartered in London, with offices in Copenhagen, Miami, Dubai, and Singapore, we're close to our clients wherever they are.

We've doubled our Gross Written Premiums from $1.4bn in 2019 to $2.7bn in 2023—and are on track to exceed $3bn in 2024. Backed by strong teams, platforms, and client relationships, Chaucer is poised for continued success.

We offer:

• A flexible
  hybrid work model
  that supports individual and team needs.
• A
  diverse, inclusive culture
  that values people for who they are.
• Extensive, non-contributory benefits
  , including medical, life, and pension cover, flexible holidays, and wellbeing support.