IT Product Leader - Reinsurance Systems

Who We Are

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.

Join Our Team  

We are seeking an IT Product Leader to be accountable for our Assumed and Ceded Reinsurance platforms. This role serves as the primary IT relationship owner and delivery lead for the Assumed and Ceded Reinsurance platforms, ensuring that IT services and change initiatives are delivered effectively in line with underwriting priorities, operational requirements, regulatory obligations, and enterprise standards. In close partnership with business and IT teams, this role is responsible for coordinating and driving the delivery of platform enhancements, operational improvements, and priority change initiatives across the reinsurance estate. The role is focused on delivery execution and service oversight, managing demand, supporting end-to-end implementation, and ensuring the stability, performance, and continuous improvement of Core Systems.

 

Your responsibilities will include:

Business Partnership & Delivery Coordination

• Serve as the primary IT point of contact for Global Assumed and Ceded Reinsurance stakeholders across Underwriting, Claims, Operations, Finance, and Risk.
• Work closely with business stakeholders to understand priorities, manage demand, and coordinate delivery of technology changes.
• Establish strong working relationships with key stakeholders across global markets to support effective delivery and service continuity.
• Ensure IT engagement supports timely delivery, operational effectiveness, and agreed service levels.

Core Systems Ownership

• Own the end-to-end delivery and operational support for the Assumed and Ceded Reinsurance platforms.
• Ensure platforms remain stable, resilient, and fit for purpose in line with operational and regulatory requirements.
• Manage platform changes, enhancements, and system improvements, balancing delivery needs with production stability.
• Support production operations by partnering with Data and Finance teams to maintain consistent data flows, reporting integrity, and timely issue resolution.

Planning, Prioritization & Change Delivery

• Maintain and manage the delivery backlog and implementation plan for Reinsurance Systems in line with agreed business priorities.
• Ensure all change activity is delivered through the appropriate Software Development Life Cycle (SDLC), including requirements, design, testing, release, and post-implementation support.
• Translate business requests into clear, deliverable work items and coordinate with IT teams to support estimation, sequencing, and execution.
• Balance delivery of new requirements with production support, platform stability, and regulatory obligations.
• Ensure changes are delivered in accordance with enterprise standards, controls, and release processes.

Demand Management & Portfolio Oversight

• Own the demand lifecycle across Reinsurance Systems, from intake and assessment through prioritization, scheduling, and delivery.
• Work closely with Architecture, Data, Cyber Security, and Engineering teams to define appropriate solutions.
• Lead team of Business Analysts, Production Support Administrators and System Developers to design and deliver solutions, enhancements, defect management, and upgrades based on agreed upon plans and end-user issues.
• Provide clear visibility into the delivery pipeline, resource constraints, dependencies, and trade-offs.

Delivery & Service Oversight

• Oversee end-to-end delivery of Reinsurance Systems initiatives, ensuring controlled execution, issue management, and stakeholder communication.
• Own or coordinate production support activities, including incident triage, service issue resolution, and post-release stabilization.
• Monitor platform performance, service issues, incidents, and technical debt to support reliable day-to-day operations.
• Establish clear accountability for delivery and support outcomes across internal teams and vendors.
• Lead team of Business Analysts, Production Support Administrators and System Developers to design and deliver solutions, enhancements, defect management, and upgrades based on agreed upon plans and end-user issues.

Regulatory, Risk & Governance

• Ensure all Reinsurance Systems comply with regulatory requirements across jurisdictions, including reinsurance and bordereaux reporting obligations.
• Support operational resilience, data governance, and audit requirements (e.g., SOX, internal/external audits).
• Represent Reinsurance Systems in enterprise governance, architecture, and prioritization forums.
• Partner closely with Risk, Compliance, and GRC teams.

Financial & Vendor Management

• Own budget oversight, forecasting, and cost transparency for Reinsurance Systems.
• Ensure disciplined investment decisions with clear value realization.
• Oversee key technology vendors supporting reinsurance platforms, ensuring performance and accountability.
• Drive vendor optimization and commercial efficiency.

 

Your skills and abilities should include:

Required Experience

• Significant experience in IT leadership, business relationship management, or technology delivery roles.
• Strong understanding of Reinsurance operations.

• Experience leading teams directly or indirectly to achieve significant business results from systems implementation.
• Proven ability to manage senior stakeholders and complex demand portfolios.

• Experience working in regulated environments with multiple legal entities.

Core Skills

• Strategic thinking with strong execution focus
• Excellent communication and influencing skills
• Commercial and financial acumen
• Pragmatic problem‑solving and decision‑making

Preferred

• Direct experience with DXC SICS/Assure Reinsurance system or related is preferred.
• Prior exposure to Lloyd’s, delegated authority, or market‑wide initiatives.
• Familiarity with operational resilience and data governance concepts.

 

We aim to retain and attract great people, knowing they can achieve a rewarding and enriching career. We offer a competitive and above market compensation package.  The following are some of the benefits and perks we offer our employees:

• Medical
• Dental
• Vision
• FSA Medical and Dependent care
• Health Savings Account (HSA)
• EAP
• Basic Life and AD&D (company paid)
• Basic Long-Term Disability (employer) paid-Taxable income
• Employee paid Long Term Disability(voluntary)
• Company Medical Leave, Parental leave- 8 weeks full pay after 6 months of service
• Voluntary benefits: short term disability, Critical illness, Hospital Indemnity, Accident
• Travel assistance programs Company paid
• 401(k) 6 % safe harbor match, fully vested after two years, pre- and post-tax contributions allowed
• Gym reimbursement
• Legal plan
• Pet Insurance
• Tuition reimbursement
• Generous PTO
• Flexible work arrangement
• Fully stacked pantry on-site
• Team outings
• ERG Groups

Our CCPA Job Applicant Policy is found here: Sirius-America-CA-Job-Applicant-Privacy-Policy-Final.pdf

 

United behind common goals

At SiriusPoint we work as one team across our global business, and we unite that team behind common goals, understanding the positive impact we can all make at SiriusPoint. We aim to retain and attract great people, knowing they can achieve a rewarding and enriching career.

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

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 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 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.

 

We Achieve More Together
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 DE&I 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.