Digital Transformation Manager - Caribbean

About the Role

We are seeking a highly skilled Digital Transformation Project Lead to oversee end-to-end implementation of strategic initiatives across the Caribbean region, including the Dominican Republic, Puerto Rico, Florida, the U.S. Virgin Islands, Jamaica, Saint Lucia, and Trinidad & Tobago. This role combines project leadership, client collaboration, technical expertise, and hands-on delivery of innovative digital solutions.

Key Responsibilities

Digital Transformation & Project Delivery

• Lead digital transformation projects from planning to execution, ensuring timely delivery of measurable results across multiple countries in the Caribbean region.
• Design and co-create digital solutions in partnership with clients, ensuring adoption, scalability, and long-term sustainability.
• Implement and continuously optimize internal digital tools to drive efficiency, automation, and process improvement.

Client Engagement & Strategy

• Manage and prioritize the opportunity pipeline, participating actively in the creation of strategic proposals.
• Develop and maintain strong client relationships, acting as a trusted advisor throughout the lifecycle of each project.
• Apply a consultative approach to identify needs, propose solutions, and deliver value-added outcomes.

Team Leadership

• Lead and develop high-performance, multidisciplinary teams.
• Promote a culture of innovation, collaboration, and continuous improvement.
• Ensure clear communication, alignment, and accountability across all project stakeholders.

Required Technical Skills

Data & Analytics

• Power BI
• SQL (Query Language and Database Administration)
• High-Level Programming Languages (Java, C#, C++)
• Advanced Excel

Platforms & Integration

• Power Platform and other Low-Code/No-Code technologies (Appian, Make.com, Zapier, Outsystems)
• API knowledge (REST API, SOAP, etc.)
• Experience with ERPs, CRMs, OSS (Operational Support Systems), and BSS (Business Support Systems)

Qualifications & What We Value

• Minimum of 5 years of experience in a similar digital transformation, consulting, or technology leadership role.
• Advanced English proficiency, with the ability to collaborate effectively in multicultural and international environments.
• Strong leadership capabilities to guide and inspire multidisciplinary teams.
• Strategic and results-oriented mindset.
• High sense of innovation and consultative approach to problem-solving.
• Willingness to relocate to the Caribbean (relocation support provided by the company).
• Availability to travel frequently to manage projects across different countries and operational contexts.

Location

Hybrid — based in the Caribbean, with high availability for regional travel.