Head of Enterprise PMO

SiriusPoint is a specialty underwriter providing solutions to clients and brokers around the world. Bermuda-headquartered with offices in New York, London, Stockholm and other locations, we are listed on the New York Stock Exchange (SPNT). We have licenses to write Property & Casualty and Accident & Health insurance and reinsurance globally. Our offering and distribution capabilities are strengthened by a portfolio of strategic partnerships with Managing General Agents and program managers. With over $3.0 billion total capital, SiriusPoint’s operating companies have a financial strength rating of A from Fitch, A- from AM Best and S&P, and A3 from Moody’s.

Responsibilities

• Leading the Enterprise PMO function to enable consistent, high-quality delivery across SiriusPoint’s transformation agenda, ensuring it is scalable, resilient, and strategically aligned.
• Overseeing the planning and execution of funding allocation, business case development, value tracking, people allocation, and supplier engagement across the entire change portfolio.
• Managing governance and reporting processes – including Board, ELT, and SLT updates – to ensure transparency, accountability and timely decision-making.
• Driving adoption and continued usage of Monday.com Change Portfolio Management software including the identification and delivery of functionality enhancements / builds.
• Maintaining robust portfolio controls and assurance mechanisms, while proactively managing risks, issues, and change metrics.
• Contributing to the development of a high-performing PMO team, fostering a culture of continuous improvement, collaboration and data-driven decision-making.
• Managing pool of project manager resource ensuring delivery approach aligns with controls and our Change delivery methodology.
• Overseeing the creation of accurate and robust business cases for potential Transformation & Change initiatives. Ensuring benefit realisation is closely tracked and delivery against planned OKRs is achieved.

Your Skills And Abilities

• Proven leadership in large-scale programme and project delivery within high-performing insurance environments, with the ability to direct finance, resourcing, governance, and reporting functions effectively.
• Strong financial and resource planning acumen, including hands-on experience in business case generation, funding models, value tracking and OKRs, and supplier oversight across complex change portfolios.
• Deep expertise in governance and assurance, including executive-level reporting, portfolio controls, and risk and issue management.
• Exceptional stakeholder engagement and influencing skills, with a track record of building trusted relationships at senior leadership and board levels.
• Demonstrated ability to build and embed enterprise PMO functions, lead cross-functional teams, and support transformations at scale.
• Experience using Change Portfolio Management software (e.g. Monday.com).
• Bachelor’s degree in business, organisational development, project management, or a related field; Professional certifications in project and programme delivery (e.g., PMP, PRINCE2, MSP) and/or change management (e.g., Prosci, APMG) are highly desirable.
• 10+ years relevant experience in enterprise PMO leadership, transformation, or change delivery roles within large, complex organisations.

Our Purpose

Our Purpose is to provide security and resilience in an uncertain world.

Our Vision

Our Vision is to be recognized as a best-in-class insurer and reinsurer utilizing deep risk capabilities to protect our customers. Blending our talent, expertise, and data to provide intelligent risk solutions.

Our culture

Our culture is one of performance and accountability. Our people are our experts, and you will be empowered to apply your expertise in a supportive, collaborative and purposeful environment.

Our Values

Our Values are at the heart of our business, and which guide everyday actions and decision making.

• Integrity: Integrity, respect and trust are our core principles.
• Customer Focused: Our customers are the reason we exist.
• Solution Driven: Creating solutions is our mindset.
• Diversity: Diversity, inclusion and allyship make us stronger.
• Collaboration: Collaboration drives outperformance.

Why Should You Join SiriusPoint?

Our people are our experts, and from day one you will be empowered to apply your expertise in a supportive, collaborative, and purposeful environment. Our Values - Integrity, Customer Focused, Solution Driven, Diversity, and Collaboration - are at the heart of our business, and they guide our everyday actions and decision making. We also unite our global team behind common goals, ensuring you can make a meaningful impact.

At SiriusPoint, we know that diversity, inclusion and allyship make us stronger. We value and are committed to supporting the unique voices, backgrounds, cultures, lifestyles, and contributions of the diverse global employee base that make up our business. We know that a diverse and equitable culture, where all voices are included and heard, is critical to our success as an employer. We are committed to developing our DEI strategy to ensure that SiriusPoint remains a supportive and empowering place of work.

We are unable to sponsor or take over sponsorship of an employment visa at this time.