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Chief Program Officer (CPO) – Insurance & Investments

thehivecareers.co3,128 open roles

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Bridgetown, Saint Michael, Barbados, Remote
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Your applicationOpen nowChief Program Officer (CPO) – Insurance & Investmentsthehivecareers.co · Bridgetown, Saint Michael, Barbados, Remote
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The posting

Chief Program Officer (CPO) – Insurance & Investments

1. Role Summary

The Chief Program Officer (CPO) is responsible for overseeing the organization's strategic programs, enterprise-wide initiatives, and complex, multi-project portfolios across its insurance and investment businesses.

The role ensures that major programs are strategically aligned, properly resourced, effectively governed, and successfully delivered within approved timelines and budgets. The CPO will establish program management standards, coordinate cross-functional teams, manage interdependent projects, and ensure that strategic initiatives deliver measurable business outcomes.

Working closely with the CEO, Board, and executive leadership team, the CPO will translate corporate priorities into coordinated programs that support business growth, operational excellence, digital transformation, regulatory compliance, and organizational development.

2. Key Responsibilities

Strategic Program Management

- Develop and implement the organization's enterprise-wide program management strategy.

- Identify, structure, prioritize, and oversee strategic programs aligned with corporate objectives.

- Translate organizational strategies into coordinated programs with clear goals, milestones, deliverables, and expected outcomes.

- Manage interdependencies between projects, business units, and strategic initiatives.

- Monitor program performance and ensure alignment with organizational priorities.

Insurance & Investment Program Delivery

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

- Oversee programs related to insurance product development, underwriting modernization, claims transformation, policy administration, and distribution expansion.

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

- Manage initiatives involving regulatory changes, new business models, market expansion, and operational restructuring.

- Ensure program deliverables address business requirements and relevant industry regulations.

Program Governance & Management Office

- Establish and oversee program governance frameworks, methodologies, policies, and reporting standards.

- Develop program charters, business cases, implementation plans, risk registers, and performance dashboards.

- Implement structured review processes, approval mechanisms, escalation procedures, and executive reporting.

- Ensure consistency in program management practices across subsidiaries and business units.

- Work with the Project Management Office (PMO) to coordinate individual project delivery and maintain portfolio visibility.

Program Budget & Resource Management

- Develop and oversee program budgets, resource plans, and financial forecasts.

- Monitor program expenditure, financial performance, and budget variations.

- Ensure effective allocation of people, technology, and financial resources across programs.

- Evaluate program business cases, cost-benefit analysis, expected returns, and benefits realization.

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

Digital & Business Transformation Programs

- Lead cross-functional programs involving digital transformation, automation, AI, cloud adoption, and enterprise system modernization.

- Coordinate implementation of digital insurance platforms, customer portals, CRM systems, and investment service technologies.

- Work with CIO, CTO, CDO, and business leaders to ensure technology programs deliver business value.

- Oversee business process redesign, operational improvement, and organizational change initiatives.

- Monitor adoption, implementation effectiveness, and long-term program outcomes.

Risk, Compliance & Quality Management

- Identify, assess, and manage program-level operational, financial, regulatory, and technology risks.

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

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

- Establish mitigation strategies, contingency plans, and escalation mechanisms.

- Monitor program quality and ensure deliverables meet approved standards.

Stakeholder & Executive Management

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

- Coordinate communication and collaboration among project sponsors, program managers, and key stakeholders.

- Manage relationships with regulators, external consultants, strategic partners, and implementation vendors, as appropriate.

- Resolve conflicts involving program scope, resource allocation, timelines, and competing business priorities.

- Present program progress, financial performance, key risks, and strategic recommendations to senior management.

Leadership & Program Management Excellence

- Lead and develop program directors, program managers, project managers, and program delivery teams.

- Build a high-performing program management function with clear accountability and performance standards.

- Establish training, mentoring, and professional development initiatives.

- Promote consistent program management methodologies and continuous improvement.

- Introduce tools and reporting systems to improve program visibility, coordination, and delivery effectiveness.

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 Program Management, Business Strategy, Finance, or a relevant discipline preferred.

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

- At least 5 years in a senior leadership role overseeing large-scale, multi-project programs.

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

- Proven track record of successfully delivering complex, cross-functional programs with measurable business outcomes.

- Strong knowledge of program governance, project management methodologies, budgeting, risk management, and resource planning.

- Experience establishing or leading enterprise program management offices.

- Familiarity with Agile, Waterfall, PRINCE2, PMI, and hybrid delivery methodologies.

- Excellent leadership, strategic planning, communication, stakeholder management, and problem-solving capabilities.

Preferred Certifications:

- Program Management Professional (PgMP).

- Project Management Professional (PMP).

- Portfolio Management Professional (PfMP).

- PRINCE2 Practitioner.

- Agile or Scrum certifications.

4. Key Performance Indicators (KPIs)

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

- Program performance against approved strategic objectives.

- Achievement of program milestones and deliverables.

- Program budget variance and resource utilization.

- Benefits realization and return on investment (ROI).

- Effective management of project interdependencies.

- Program risk mitigation and issue resolution effectiveness.

- Stakeholder satisfaction and executive reporting quality.

- Compliance with program governance and reporting standards.

- Successful delivery of digital, operational, and business transformation programs.

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

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