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Director Remote Caribbean Jobs (NOW HIRING)

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

... the Caribbean. Salary: 80K - 100K Commission Up to 65K Department: Sales & Marketing Reports To: Director of Sales and Marketing Employment Type: Full-Time, Permanent Location: Remote (Canada ...

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Director Remote Caribbean information

What are Director Remote Caribbean roles?

Director Remote Caribbean roles typically refer to executive-level positions responsible for overseeing business operations, strategy, or teams based in the Caribbean region while working remotely. These directors may manage remote teams, coordinate projects, and ensure that organizational goals are met across multiple Caribbean countries. They often require strong leadership skills, regional knowledge, and experience in remote management. Common industries include tourism, finance, technology, and international business. The position usually involves frequent virtual communication and occasional travel to local offices or partner locations.

What are some unique challenges faced by a Director working remotely in the Caribbean, and how can they be addressed?

Directors working remotely in the Caribbean may face challenges such as time zone differences when collaborating with global teams, inconsistent internet connectivity, and the need to maintain team cohesion across virtual platforms. Addressing these challenges often involves setting clear communication protocols, leveraging collaboration tools, and scheduling meetings that accommodate multiple time zones. Additionally, investing in reliable technology and building strong relationships through regular virtual check-ins can help ensure productivity and effective leadership in a remote environment.

What are the key skills and qualifications needed to thrive as a Director, Remote (Caribbean), and why are they important?

To thrive as a Director, Remote (Caribbean), you need strong leadership, strategic planning, and financial management skills, typically backed by a relevant degree and significant management experience. Familiarity with remote collaboration tools, project management software, and regional compliance systems is essential. Exceptional communication, cultural awareness, and adaptability distinguish top performers in this role. These skills enable effective oversight of dispersed teams, ensure smooth operations, and drive organizational success across diverse Caribbean markets.
What cities are hiring for Director Remote Caribbean jobs? Cities with the most Director Remote Caribbean job openings:
What are the most commonly searched types of Remote Caribbean jobs? The most popular types of Remote Caribbean jobs are:
What states have the most Director Remote Caribbean jobs? States with the most job openings for Director Remote Caribbean jobs include:
Infographic showing various Director Remote Caribbean job openings in the United States as of July 2026, with employment types broken down into 1% Locum Tenens, 2% As Needed, 85% Full Time, 9% Part Time, 1% Contract, and 2% Summer. Highlights an 94% Physical, 1% Hybrid, and 5% Remote job distribution.

Director, Technical Services Latin America and the Carribean

FreeBalance

Miami, FL โ€ข On-site, Remote

Full-time

Re-posted 27 days ago


Job description

As the Director of Technical Services, you will be responsible for the strategy and execution of technical services by employees of the Services Department in various FreeBalance Customer locations throughout the Caribbean and Latin America. Key to this position is the ability to supervise and provide technical advice to the Vice President of Global Services department who oversees all FreeBalance customer project implementations worldwide. Responsibilities include building technical strategies, models, and approaches with team members operating out of the Headquarters of FreeBalance in Ottawa and ensuring its implementation and execution with all FreeBalance Technical Consultants overseas. This position is part of the Services Leadership team that works with the Solution Team in Ottawa and overseas (mainly in the CALA region) alongside the individual project managers who manage the entire lifecycle of the implementation of the FreeBalance Accountability Suite that addresses the Public Financial Management reform that FreeBalance customers undertake and implement.
Main Responsibilities:
  • Preparation of strategies and design for data migration that can be implemented by the FreeBalance Technical Consultants at a client location.
  • Build tools and models for the Installation and Deployment of the FreeBalance Accountability Suite that can be leveraged for project deliveries.
  • Collaborate with the Research and Development Team to design the interface components during the implementation of the FreeBalance Accountability Suite.
  • Collaborate with the Technical and Functional Consultants to create the training curriculum that can be delivered to the customers.
  • Manage the day-to-day tasks of the team.
  • Work with the Project Managers to design the rollout of the system for decentralized operations.
  • Managing the Operations & maintenance team in EMEA and provide management oversight to the remote team worldwide.
  • Manage the technical tools and research and develop new tools for use by the Technical Consultants.
  • Build scalable models for implementation of the FreeBalance Accountability Suite at the Data Centre and Disaster Recovery Sites where the software is hosted.
  • Work with cross-functional teams to ensure consistency, quality and timeliness of customer deliveries, internal policies and communications.
  • Other duties as assigned.
  • Extensive travel is required
Qualifications:
  • University degree in Information Technology.
  • Proven experience reviewing and developing Support and Maintenance policies and procedures.
  • 5 years of experience successfully managing an internationally dispersed Services and Supportย Team
  • Project Management experience a must
  • Ability to clearly articulate at meetings with all levels of management and stakeholders.
  • Experience with goal-setting frameworks like Objectives and Key Results (OKRs).
  • Experienced in working with open-source software components such as Tomcat, BIRT and commercial middleware such as MS SQL and Oracle databases with Windows Operating Systems
  • Excellent verbal and written communication skills in English.
  • Able to travel internationally.
  • PMI Certification
  • Other IT certifications
We thank all applicants for their interest; however, only those selected for an interview will be contacted. FreeBalance is an inclusive employer dedicated to building a diverse workforce to increase the representation of the designated groups based on each country's legislation. We encourage applications from all qualified candidates and will accommodate applicants' needs under the respective labour law throughout all stages of the recruitment process.
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
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