Job at a glance
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 AM Best, Fitch and S&P, and A3 from Moody’s. Join Our Team We are seeking a Head of IT Delivery to lead SiriusPoint’s global technology delivery organization and drive execution excellence across the enterprise portfolio. This leadership role is accountable for the successful planning, prioritization, governance, execution, and delivery of technology initiatives that support business growth, regulatory requirements, and strategic transformation.The Head of IT Delivery will oversee portfolio delivery, resource planning, and delivery execution across IT.
The successful candidate will work closely with the Transformation Office, Enterprise Architecture, Cyber Security, Data & AI, Infrastructure, Product Leaders, and business stakeholders to ensure predictable, transparent, and value-driven delivery outcomes. You will report to the Chief Information and Technology Officer. Your responsibilities will include: Lead planning and execution of SiriusPoint’s enterprise IT portfolio.
Prioritize initiatives based on business value, strategic alignment, regulatory obligations, and resource capacity. Manage portfolio roadmaps and enterprise delivery dependencies. Ensure delivery commitments support business and transformation objectives. Program & Project Delivery Establish and maintain best practices for project, program, and portfolio management. Drive consistency of delivery methodologies, governance standards, and execution disciplines.
Ensure initiatives meet agreed scope, schedule, budget, quality, and business outcome objectives. Manage escalation and resolution of delivery risks, issues, and dependencies. Develop capacity planning models for resources across internal teams and third-party partners. Manage portfolio financials, including budget forecasts, CapEx, OpEx, vendor costs, and benefit realization. Provide transparent reporting to executive leadership and governance committees.
Delivery Governance & Operational Excellence Partner with Architecture and IT Governance teams to ensure adherence to SDLC, architecture standards, and control requirements. Establish delivery metrics, KPIs, and executive dashboards. Drive continuous improvement in delivery predictability, transparency, quality, and effectiveness. Support regulatory, audit, and compliance obligations related to technology delivery.
Leadership & Stakeholder Management Lead IT Delivery functions across SiriusPoint. Develop strong partnerships with business executives, transformation leaders, and IT stakeholders. Build a culture of accountability, collaboration, and customer-focused execution. Manage strategic delivery vendors and system integrators. Your skills and abilities should include: Master’s or bachelor’s degree in business, computer science, computer engineering, electrical engineering, system analysis or a related field of study, or equivalent experience.
More than 15 years of experience in insurance and reinsurance in various functions, a sound understanding of insurance and reinsurance processes/concepts. 10 or more years of experience in at least three disciplines, such as business, information, solution or technical architecture, application development, middleware, information analysis, database management or operations in a multi-tier environment.
5 or more years of business experience in strategic and operations planning and/or business analysis. Proven