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Chief of Staff
The Hive · Port of Spain, Investment, Trinidad and Tobago
About The Role
Industry: Banking, Financial Services, Insurance, Investment
Job Type: Full-Time
Reporting To: Chief Executive Officer (CEO)
Job Summary
The Chief of Staff (CoS) serves as a strategic partner to the CEO and executive leadership, ensuring effective alignment, execution of strategic initiatives, and operational efficiency across the organization. The CoS acts as a bridge between the CEO, senior leadership, and cross-functional teams, managing priorities, communications, and critical projects to drive organizational success.
This role requires strategic thinking, strong operational insight, and exceptional communication and leadership skills.
Key Responsibilities
- Strategic Support
- Assist the CEO in executing the organization's strategic priorities and initiatives
- Translate strategic goals into actionable plans and monitor progress
- Conduct research, analysis, and reporting to support executive decision-making
- Identify opportunities to improve organizational performance
- Project & Program Management
- Lead cross-functional projects and initiatives on behalf of the CEO
- Ensure timely delivery of high-impact projects across banking, insurance, and investment units
- Monitor key metrics, risks, and dependencies for executive initiatives
- Coordinate with business units to ensure alignment with organizational objectives
- Executive Communication & Liaison
- Serve as a liaison between the CEO, senior leadership, and the Board of Directors
- Prepare briefing materials, presentations, and reports for internal and external stakeholders
- Ensure clear and effective communication of priorities, goals, and outcomes
- Represent the CEO in meetings and forums as needed
- Operational Efficiency
- Identify operational bottlenecks and implement process improvements
- Support decision-making through data analysis, benchmarking, and reporting
- Drive alignment between departments, ensuring efficient resource utilization
- Oversee special projects that improve organizational effectiveness
- Stakeholder & Relationship Management
- Manage relationships with key internal and external stakeholders
- Support investor, regulator, and board communications as required
- Coordinate executive engagements, strategic partnerships, and collaborations
- Facilitate cross-functional collaboration and organizational cohesion
Key Requirements
Education
- Bachelor's or Master's degree in Business Administration, Finance, Management, or related field
- MBA or equivalent advanced degree preferred
Experience
- 8–12+ years of experience in corporate strategy, operations, or executive support roles
- Proven experience in banking, financial services, insurance, or investment organizations
- Track record in managing high-impact projects and supporting senior executives
Skills & Competencies
- Strategic thinking and problem-solving ability
- Strong project and program management skills
- Excellent communication, presentation, and stakeholder management
- Analytical and data-driven decision-making
- Leadership and team collaboration skills
- Ability to work in a fast-paced, highly regulated environment
Key Performance Indicators (KPIs)
- Successful execution of strategic initiatives and projects
- CEO and executive leadership satisfaction
- Operational efficiency and process improvements
- Stakeholder alignment and communication effectiveness
- Timely and accurate reporting and decision support
Preferred Attributes
- Experience in financial services, banking, insurance, or investment sectors
- Exposure to board-level reporting and investor relations
- Strong network within financial services and regulatory environments
- Ability to manage multiple high-priority initiatives simultaneously
Compensation & Benefits
- Competitive executive salary
- Performance-based incentives
- Long-term incentives where applicable
- Executive benefits and allowances
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