The Caribbean American Alliance · 1 day ago
Project Management Lead
Miami, FL
Part-time
Hybrid
Senior Level
5+ years expCaribbean American Alliance (CAA) is seeking a highly disciplined, execution-driven Project Manager Lead to oversee and deliver multiple strategic initiatives across the organization. This role is responsible for managing end-to-end project execution, ensuring deadlines are met, stakeholders remain aligned, and revenue-generating deliverables are completed on time and within scope.
Information Services
Hiring Manager
Régine Désulmé Polynice
Responsibilities
Lead the full project lifecycle from concept to completion
Create detailed project plans including:
Scope of work
Objectives and expected outcomes
Timeline and milestones
Required resources
Budget framework
Execution strategy
Ensure each project has defined deliverables, deadlines, and accountability
Ensure all projects align with CAA’s strategic priorities and mission
Track all project progress using structured tools (Asana, Monday, etc.)
Coordinate all internal teams and external stakeholders involved in projects
Conduct weekly check-ins with project contributors and provide task follow-ups
Facilitate productive project meetings with clear agendas and action items
Ensure project participants remain aligned and informed at all times
Communicate clearly with leadership regarding project risks, needs, and bottlenecks
The Project Manager Lead must provide structured weekly progress reporting to leadership
Provide concise weekly progress reports to leadership covering:
Project status dashboard (Green/Yellow/Red by initiative)
Completed work, upcoming priorities, and blockers
Budget tracking and resource needs
Revenue impact and risk mitigation updates
Support project budgeting and cost forecasting
Track project expenses and ensure spending remains within approved limits
Manage relationships with vendors, contractors, and third-party service providers
Ensure vendor deliverables are completed on time and meet CAA standards
Review and validate invoices, vendor quotes, and service agreements
Work with Finance to ensure proper payment schedules and contract compliance
CAA’s Project Manager Lead must ensure revenue-driven projects deliver measurable financial results
Managing implementation of partnership agreements
Supporting the delivery of distribution deals and commercial programs
Coordinating event execution and sponsorship initiatives
Ensuring client-facing initiatives meet contract obligations
Monitoring project ROI and reporting on revenue performance
Create repeatable systems for project execution across the organization
Develop templates and SOPs for:
Project kickoff process
Weekly reporting format
Risk assessment tracking
Vendor onboarding
Post-project evaluation
Build a structured “CAA Project Execution Playbook” to improve efficiency
Implement a centralized project tracker across all departments
Identify project risks early and implement corrective actions
Maintain a risk register for all active projects
Ensure quality standards are met for all deliverables
Ensure compliance with deadlines and contractual obligations
Ensure project documentation is organized and stored properly
The Project Manager Lead will collaborate across multiple business units, including:
CAA Distribution and Trade Programs
Caribbean Xpress and logistics-related partnerships
Government and institutional partnerships
Digital transformation initiatives
Community outreach programs
Events and sponsorship execution
Corporate partnership development programs
Qualification
Required
Strong project planning and execution skills
Ability to manage multiple projects at the same time
Strong time management and prioritization ability
Excellent organizational skills and follow-through
Strong written communication and reporting skills
Strong ability to manage deadlines and hold teams accountable
Vendor negotiation and coordination experience
Budget tracking and cost management capability
Self-disciplined and able to work independently without daily supervision
High accountability and ownership mindset
Ability to work under pressure and manage competing priorities
Strong decision-making skills
Professional communication style with internal teams and external partners
Strong problem-solving and conflict resolution skills
Ability to drive results with urgency
Preferred
Bachelor's degree in Business, Project Management, Operations, Finance, Marketing, or related field (preferred)
Project Management certification (PMP, CAPM, Prince2) is a plus
Minimum 5 years' experience in project management or operations leadership
Experience working with cross-border initiatives, government agencies, or corporate partnerships is a strong advantage
Experience working in the Caribbean or with diaspora-driven initiatives is preferred
Strong knowledge of Microsoft Office (Excel, PowerPoint, Word) required
Experience with project management tools: Monday.com, Asana, Trello or ClickUp
Comfortable working with Google Workspace or Microsoft Office Suite
Experience with Excel project trackers and dashboards
Familiarity with Zoom / Microsoft Teams meeting coordination
Experience with CRM tools (preferred)
Experience with reporting dashboards and KPI monitoring
Company
The Caribbean American Alliance
The Caribbean American Alliance (CAA) was founded to build Caribbean Wealth through strategic impactful investment in Caribbean American communities across the US and its neighbors and promote all that the Caribbean.
2-10 employees
Funding
Current Stage
Early StageCompany data provided by crunchbase