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Chief Project Officer (CPO) – Insurance & Investments

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Your applicationOpen nowChief Project Officer (CPO) – Insurance & Investmentsthehivecareers.co · St. George's, Grenada, Remote
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The posting

Chief Project Officer (CPO) – Insurance & Investments

1. Role Summary

The Chief Project Officer (CPO) is responsible for leading the organization's strategic project portfolio, enterprise-wide program management, and major transformation initiatives across its insurance and investment businesses.

The role ensures that strategic projects are properly planned, prioritized, funded, executed, and delivered in alignment with organizational goals. The CPO will oversee complex projects involving insurance operations, investment services, digital transformation, regulatory compliance, business expansion, mergers and acquisitions, and operational improvement.

Working closely with the CEO, Board, and senior management team, the CPO will establish effective project governance, optimize resources, manage delivery risks, and ensure measurable business outcomes from the organization's project investments.

2. Key Responsibilities

Strategic Project & Portfolio Management

- Develop and execute the organization's enterprise-wide project management and portfolio strategy.

- Identify, assess, prioritize, and oversee strategic projects across insurance and investment business units.

- Ensure project portfolios align with corporate strategy, growth objectives, and operational priorities.

- Evaluate project feasibility, business cases, resource requirements, expected returns, and implementation risks.

- Monitor portfolio performance and ensure projects deliver their intended strategic and financial benefits.

Insurance & Investment Project Delivery

- Lead strategic initiatives involving life insurance, general insurance, reinsurance, investment management, wealth management, and financial services.

- Oversee projects involving new insurance product launches, policy administration systems, claims management, underwriting processes, and distribution expansion.

- Manage investment-related initiatives involving portfolio management systems, investment operations, client reporting, and service delivery, where applicable.

- Coordinate projects involving regulatory changes, business process modernization, and operational restructuring.

- Support the implementation of new business models, financial products, and market expansion initiatives.

Project Governance & PMO Leadership

- Establish and oversee the Project Management Office (PMO), including project standards, methodologies, policies, and governance frameworks.

- Implement project approval processes, stage-gate reviews, reporting structures, and escalation procedures.

- Ensure consistent project management practices across business units and subsidiaries.

- Monitor project scope, timelines, budgets, deliverables, and quality standards.

- Present portfolio performance reports, major risks, and project recommendations to executive leadership and the Board.

Digital Transformation & Technology Projects

- Lead strategic technology implementation and digital transformation projects across the organization.

- Oversee projects involving insurance technology (InsurTech), financial technology (FinTech), automation, AI, cloud platforms, CRM, and enterprise systems.

- Coordinate implementation of digital insurance platforms, customer portals, mobile applications, and investment service platforms.

- Work with CIO, CTO, and CDO teams to ensure technology projects meet business requirements.

- Monitor technology implementation costs, timelines, system integration, and business adoption.

Financial & Resource Management

- Develop and manage project portfolio budgets and investment plans.

- Monitor expenditure, cost variations, financial performance, and project profitability.

- Optimize resource allocation across projects, departments, and business units.

- Evaluate project return on investment (ROI), cost-benefit analysis, and benefits realization.

- Manage external consultants, contractors, technology vendors, and implementation partners.

Risk, Compliance & Quality Management

- Identify and manage project-related operational, financial, regulatory, and technology risks.

- Ensure projects comply with applicable insurance, investment, financial services, and corporate governance requirements.

- Coordinate with risk management, legal, compliance, and internal audit teams.

- Establish risk mitigation, contingency, and business continuity plans for critical projects.

- Ensure project deliverables meet quality standards and organizational requirements.

Business Transformation & Strategic Initiatives

- Lead cross-functional transformation programs aimed at improving operational efficiency and business performance.

- Support organizational restructuring, mergers, acquisitions, joint ventures, and post-merger integration projects.

- Coordinate strategic initiatives involving geographic expansion, new market entry, and business diversification.

- Drive process improvement, automation, and cost optimization initiatives.

- Track business benefits and ensure successful adoption of project outcomes.

Stakeholder & Executive Management

- Collaborate with the CEO, Board, executive leadership, and business unit heads to establish project priorities.

- Maintain effective communication with internal stakeholders, regulators, investors, consultants, and external partners, as appropriate.

- Resolve project conflicts involving scope, budgets, timelines, and resource allocation.

- Provide executive-level updates on project performance, delivery challenges, and strategic recommendations.

- Build strong relationships with key stakeholders to ensure successful project execution.

Leadership & Team Development

- Lead project directors, program managers, project managers, and PMO professionals.

- Develop high-performing project delivery teams across multiple business units.

- Establish accountability, performance standards, and professional development programs.

- Promote a culture of project ownership, collaboration, innovation, and delivery excellence.

- Introduce project management tools, dashboards, and performance measurement systems.

3. Required Qualifications

- Bachelor's degree in Business Administration, Finance, Project Management, Engineering, Information Technology, or a related field.

- MBA or Master's degree in Project Management, Finance, Business Strategy, or a relevant discipline preferred.

- 12–15+ years of progressive experience in project management, program management, portfolio management, or enterprise transformation.

- At least 5 years in a senior executive or leadership position overseeing complex project portfolios and strategic programs.

- Experience in insurance, reinsurance, banking, investment management, asset management, wealth management, or financial services preferred.

- Proven track record of delivering large-scale, multi-departmental projects within approved budgets and timelines.

- Strong understanding of insurance operations, investment services, financial products, and regulated business environments.

- Experience establishing and managing enterprise PMOs and project governance frameworks.

- Knowledge of Agile, Waterfall, PRINCE2, PMI, and other project delivery methodologies.

- Strong financial planning, budgeting, risk management, and resource allocation capabilities.

- Excellent leadership, communication, negotiation, analytical, and stakeholder management skills.

Preferred Certifications:

- Project Management Professional (PMP).

- Program Management Professional (PgMP).

- Portfolio Management Professional (PfMP).

- PRINCE2 Practitioner.

- Agile or Scrum certifications.

4. Key Performance Indicators (KPIs)

- Percentage of strategic projects delivered on time and within budget.

- Overall project portfolio performance and strategic alignment.

- Project cost variance and schedule variance.

- Achievement of project milestones and approved deliverables.

- Return on investment (ROI) and realization of expected business benefits.

- Successful delivery of insurance and investment transformation initiatives.

- Project risk mitigation and issue resolution effectiveness.

- PMO governance and reporting compliance.

- Resource utilization and project team productivity.

- Stakeholder satisfaction and project quality ratings.

- Reduction in project delays, cost overruns, and implementation risks.

- Successful execution of digital transformation and business expansion projects.

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