Project Systems Specialist - Cayman Islands On-Site — Columbus
Traveler-Friendly Insight
This role is based on-site in George Town, Cayman Islands and is not a remote position. The job description explicitly requires the ability to travel to project sites for physical inspections, and the role supports a Project Operations team in what appears to be a hands-on, office-based environment. Digital nomads and location-independent workers should note this is a standard 40-hour on-site work week with no indication of remote or hybrid flexibility.
That said, the Cayman Islands is a uniquely attractive destination in its own right. The territory has no income tax, meaning the CI$60,000–CI$80,000 salary (approximately USD$72,000–$96,000) is fully take-home — a significant lifestyle advantage. George Town is a high cost-of-living location, particularly for housing, but the tax-free income and proximity to Caribbean beaches, diving, and outdoor activities offer a compelling lifestyle trade-off.
Visa considerations: Most nationalities can obtain a Cayman Islands work permit sponsored by the employer (Dart). This is not suited to tourist or digital nomad visa arrangements. Candidates should confirm work permit sponsorship with Dart before applying.
- Not remote-friendly — physical presence and site visits required
- Tax-free salary significantly boosts real purchasing power
- Work permit required — employer sponsorship expected
Job Title: Project Systems Specialist
Salary: CI$60,000 – CI$80,000 per annum
Working Hours: 40 hours per week
We are seeking a Project Systems Specialist to join our Project Operations team. The successful candidate will support project management systems, ensuring efficient information management, system performance, and data-driven reporting to support project delivery and operational excellence.
Do You Have:
- A Bachelor's degree in a related field or equivalent experience
- At least 4 years' experience in a similar systems or technical support role
- A minimum of 2 years' hands-on experience with SSRS reporting
- Familiarity with Power BI, Crystal Reports, or similar BI tools
- Working knowledge of SQL, HTML, CSS, and JavaScript (C# is a plus)
- Experience supporting or administering project management systems such as PMWeb
- Strong analytical, problem-solving, and communication skills
- The ability to manage multiple tasks under pressure while maintaining attention to detail
- The ability to travel to project sites and perform occasional system inspections, including standing, walking, and lifting or carrying light equipment as required to fulfill the essential duties of the role
We Want You To:
- Provide day-to-day technical support for project management systems and users
- Monitor system performance and respond promptly to user queries and issues
- Assist in maintaining and improving system administration policies and procedures
- Collaborate with IT and technical teams to ensure system functionality and reliability
- Support reporting needs through SSRS, dashboards, and automated tools
- Help evaluate and improve information management processes across projects
- Contribute to QA/QC measures for data accuracy and system integrity
- Support multiple project teams, ensuring systems align with project goals and deadlines
Compensation & Benefits
At Dart, we're committed to creating a workplace where you thrive, offering a competitive salary and benefits designed for your well-being and growth. Our package includes 100% employer-paid medical insurance premium for the employee, employee and employer pension contributions, life insurance and long-term disability coverage (conditions apply), enhanced leave options including vacation, personal days, maternity, paternity, a wellness screening day, and continuing professional development opportunities after successful completion of a six-month probationary period.
Deadline: Midnight, Friday 11 September 2026.
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Frequently Asked Questions
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