2

Director Remote Caribbean Jobs (NOW HIRING)

Senior Programs Manager

Washington, DC ยท On-site +1

$131K - $131K/yr

C., FTS has programs in Africa, Asia, the Caribbean, Latin America and the Middle East. For more ... The Senior Programs Manager will report to the Executive Director, who will assign duties in ...

Senior Programs Manager

Washington, DC ยท On-site +1

$131K - $131K/yr

C., FTS has programs in Africa, Asia, the Caribbean, Latin America and the Middle East. For more ... The Senior Programs Manager will report to the Executive Director, who will assign duties in ...

Vice President, Rockies

Fort Collins, CO ยท On-site +1

$143K - $160K/yr

This position is classified as hybrid preferred, but we will also consider remote candidates within ... Work closely with Rockies Director of Policy and Outreach to align and partner with Audubon ...

Payroll Specialist (Contract)

Clarkston, GA ยท Remote

$24 - $32.75/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

Forest Park, GA ยท Remote

$24 - $32.75/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

Forest Park, GA ยท Remote

$22.75 - $31/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

Marietta, GA ยท Remote

$22.25 - $30.25/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

Atlanta, GA ยท Remote

$24 - $32.75/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

Duluth, GA ยท Remote

$21.75 - $29.50/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

Duluth, GA ยท Remote

$24 - $32.75/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

Clarkston, GA ยท Remote

$23.25 - $31.75/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

Alpharetta, GA ยท Remote

$23 - $31.25/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

Marietta, GA ยท Remote

$24 - $32.75/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

Alpharetta, GA ยท On-site +1

$23 - $31.25/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

Sandy Springs, GA ยท Remote

$23.25 - $31.75/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

Alpharetta, GA ยท Remote

$24 - $32.75/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

Decatur, GA ยท Remote

$23 - $31.25/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

East Point, GA ยท Remote

$22.75 - $30.75/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

Payroll Specialist (Contract)

Sandy Springs, GA ยท Remote

$24 - $32.75/hr

... Caribbean. Our mission is simple: utility leaders should expect more from their technology ... the Director of Finance, where you'll serve as the critical link keeping our payroll operations ...

next page

Showing results 1-20

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 June 2026, with employment types broken down into 1% As Needed, 85% Full Time, 11% Part Time, and 3% Contract. Highlights an 92% Physical, 3% Hybrid, and 5% Remote job distribution.

$46K - $63K/yr

Other

Medical, Dental, Vision, Life, Retirement, PTO

Posted 7 days ago


Job description

Description

AI Fellow: Build, Don't Wait


12-24-month fellowship Recent CS, MIS, or equivalent STEM grads No experience required

You spent four years learning to build things. The job market would like you to spend the next two learning to be patient because you have no experience.


We disagree.


What this AI Fellow actually is

We're standing up an enterprise-wide AI Builder Community--a flat, cross-functional group of people who ship AI-native solutions for a real business. ย Direct access to decision-makers and business leaders. ย Less process for process's sake. More building, testing, and learning. No "junior dev" purgatory.


The AI Fellows Program is the engine. We're hiring ambitious recent grads who would rather build something real than refresh their inbox.


You'll work alongside:

  • Business operators who know the problem cold
  • Senior engineers who'll teach you what GitHub won't
  • AI practitioners, consultants, and technical experts from leading AI organizations
  • Citizen developers from every corner of the company
  • Other Fellows who are just as hungry as you


Together, you'll ship agents, copilots, workflow automations, voice AI, decision intelligence--real systems that move real numbers (revenue, member experience, operating cost) for a real business.


About MASA

MASA has been a leader in emergency medical transportation coverage since 1974, supporting more than 2 million members across the United States and the Caribbean. As we continue modernizing how we operate and serve our members, we are investing in AI-enabled workflows, automation, and operational innovation across the business.


The AI Launchpad Program reflects that commitment -- bringing together business leaders, operators, and emerging technical talent to identify practical applications for AI that improve member experience, operational efficiency, and organizational effectiveness. At MASA, you'll have the opportunity to help shape how a growing enterprise adopts AI in real-world business environments while supporting a mission centered on "Protecting families with compassion when others don't." Learn more at https://www.masaaccess.com


Why this fellowship is different

  • Sponsored by MASA's executive leadership team, including direct visibility to senior leaders throughout the program.
  • Opportunities to regularly present ideas, pilots, and business outcomes to executives.
  • Hands-on experience helping shape how a growing enterprise adopts AI in real-world business environments.[RH2]ย 

What you'll actually do

  • Build production AI solutions using Claude Code, Claude Cowork, MCP servers, RAG pipelines, and whatever drops next Tuesday.
  • Work across operational departments (sales, claims, member experience, ops, cyber, finance) so you learn how a real business runs--not just how code compiles.
  • Prototype fast, demo monthly, ship continuously.
  • Contribute to an internal AI marketplace where your work gets reused across the enterprise--your name on assets the whole company uses.
  • Participate in hackathons, demo days, and a builder culture that treats experimentation as the job, not a side quest.

The mindset we're hiring for

This role is not about how much you already know. It's about how you think. We're looking for people who:

  • Learn faster than the docs update
  • Treat AI as a teammate, not a threat
  • Have built side projects that taught them more than their degree
  • Would rather fix the problem than file the ticket
  • See process as something to question, not worship
  • Take feedback like oxygen
  • Get genuinely curious about how a business works
  • Default to shipping over debating

If you've ever spent a weekend building something nobody asked for because you wanted to see if it would work--keep reading.


What we don't require

  • "Years of experience" (you graduated last semester)
  • A CS degree from a specific school
  • Specific framework knowledge
  • Prior internships
  • A polished LinkedIn
  • A perfect GPA


What we do require

  • A recent degree in CS, computer engineering, math, data science, or a related technical field.
  • Receipts. A GitHub, a side project, a Hugging Face space, a hackathon submission, a Discord bot, a Chrome extension you built for fun--anything that shows you actually build, not just study.
  • Real fluency with AI tools as daily collaborators (not just "I've used ChatGPT").
  • Curiosity about the business, not just the code.
  • The ability to disagree, push back, propose, and operate without handholding.
  • Authorization to work in the United States.


The program

  • A Structured 12-24-month fellowship, providing hands-on experience implementing AI solutions across multiple business functions and operational environments.
  • Embedded in real business teams from week one--no "training sandbox" for six months.
  • Full salary, full benefits, real role from day one.
  • Demo Days, quarterly hackathons, internal AI Innovation Fund for your wildest ideas.


Location This is a full-time, hybrid position based in Greater Fort Lauderdale, FL, with remote work arrangements considered for exceptional candidates.


Compensation & benefits We offer competitive compensation and a comprehensive benefits package that includes medical, dental, and vision insurance; a 401(k) plan with company matching contributions; company-paid short-term disability, long-term disability, and life/AD&D insurance; generous paid time off, personal days, and company-observed holidays. You'll also receive a complimentary MASA Emergent Plus membership for you and your family while enjoying a professional and friendly culture united by a clear mission: Protecting families with compassion when others don't.


Start date Great builders shouldn't have to wait for a cohort start date. We hire AI Fellows on a rolling basis.


How to apply

Skip the 2-page cover letter. Share

  1. Your resume (one page is fine).
  2. A link to one thing you've built with AI--anything--and a short note (200 words max) on what you learned making it.
  3. A 60-second video (Loom, Zoom, Teams, Vidyard, or similar) telling us why you're a great fit for this role and why this opportunity interests you. Please ensure the video can be viewed without requiring access requests.

We read everything. We respond to everyone.


Questions? Email us at recruiting@masa.global


NOTE: Any pay range listed for this position is an estimate by the job board and may not reflect the actual compensation.


MASA is an equal opportunity employer. We hire for mindset and build the rest.

#LI-RH1 #LI-HYBRID #LI-REMOTE #corpjobs