Strategic Delivery Lead – COO

Strategic Delivery Lead – COO

The Strategic Delivery Lead – COO oversees the internal COO of strategic initiatives spanning operations, technology, and data & analytics. This role provides a clear, integrated view of delivery and helps ensure that initiatives are prioritized, governed, and executed in support of COO business objectives.

Key responsibilities include maintaining cross-functional delivery roadmaps, managing budgets, risks, dependencies, and initiative-level reporting, and ensuring alignment across operations, technology, and data & analytics priorities. The role operates in a matrixed environment, partnering with business leaders, Product Owners, Value Stream Leads, Release Train Engineers, Application Delivery, Data & Analytics, AI, and COE teams to shape, launch, and oversee COO initiatives.

Drive and guide strategy for COO projects in collaboration with Business Leaders, Product Owners, Value Stream Leads, Release Train Engineers, and delivery partners, ensuring alignment across operations, technology, and data & analytics objectives. Specifically, they will execute:

Strategic Alignment:
In support of COO leadership, the Strategic Delivery Lead ensures that operations, technology, and data & analytics initiatives align with enterprise priorities, COO objectives, and measurable business outcomes.

Governance and Management:
The Strategic Delivery Lead manages governance, financials, delivery status, dependencies, and reporting across COO projects, including budgets, actuals, Objectives & Key Results (OKR) attainment, delivery metrics, and other KPIs.

Risk Management:

The Strategic Delivery Lead identifies and mitigates risks that could impact success.

Stakeholder Communication:
The Strategic Delivery Lead maintains clear communication with stakeholders, ensuring transparency and alignment on goals and progress.

Resource Allocation:
The Strategic Delivery Lead supports prioritization and allocation of resources required to deliver COO initiatives, including work that spans operations teams, technology delivery teams, data & analytics teams, and initiatives not supported by Agile Teams.

Participating in PI Planning:
The Strategic Delivery Lead actively participates in Program Increment (PI) Planning, identifying cross-Value Stream dependencies, helping set priorities, and mitigating impediments.

You may also be required to take on additional duties, responsibilities and activities appropriate to the nature of this role.

We encourage you to bring your own experience and expertise to the table, so while there are some qualifications and experiences, we need you to have, we are open to discussing how your individual knowledge might lend itself to fulfilling this role and help us achieve our goals.

• Bachelor's degree in business administration or a related field.
• Project Management Professional (PMP), Lean Six Sigma certifications, Agile delivery certifications (e.g. SAFe SPC, SAFe Lean Portfolio Management, PMI-ACP), or other relevant certifications are advantageous.
• Proven experience in strategic delivery leadership, portfolio or project management with a track record of successfully leading and delivering large-scale projects in a matrixed environment.
• Proven experience in the insurance industry preferred.
• Experience overseeing cross-functional programs that include business operations, technology delivery, data & analytics, process improvement, and transformation initiatives.

Critical competencies:

• Ability to think strategically and align project goals with the overall business objectives of the COO organization, including operations, technology, and data & analytics priorities.
• Strong analytical and problem-solving skills, with the ability to synthesize complex information.
• Strong communication and stakeholder management abilities, including strong written and verbal communication skills.
• Ability to adapt to changing project requirements and manage ambiguity.
• Keen attention to detail to ensure project plans and deliverables are accurately developed and maintained.
• Strong collaborative skills to work effectively with various teams and stakeholders.
• Ability to balance structure…