Senior Application Support Specialist (GRAND CAYMAN ISLAND - RELOCATION)

Senior Application Support Specialist III (ERP & Migration Expert)

Location: Grand Cayman (Full-time, On-site) REQUIRED – Relocate to live in the Cayman Islands

✅ Company Established in 1993 (30 years ago) Family-Owned Company

✅ Comp Range: $103,000 to $130,000 USD per year 💰 (TAX FREE - Tax Neutral Territory)

✅ $5k Relocation offered + 1 month of residency/car to get established upon move

✅ BENEFITS: NO Premiums on Insurance (100% paid), 20 days of PTO + 11 holidays + 5 personal days + Sick Days + Volunteer Days

✅ Pension offered w/ company match

✅ Biggest Perk is the CULTURE – Ask any employee

✅ Private School offered for children (10% off tuition)

✅ TW1 Temporary work permit offered then B2 Visa grant (Immigration team supports relocation process)

Company Overview:

Our client is a well-established company based in the Cayman Islands. With a rich history spanning several decades, they are a leader in providing essential services to the local community. The company is committed to innovation, sustainability, and delivering high-quality services to residential and commercial customers across the island. Their core values include environmental stewardship, customer satisfaction, and technological advancement in utility management. (Projects are focused on: Retail, Real Estate, Construction, other properties)

Position Overview:

Seeking an experienced Application Support Specialist III (Senior) to join our client’s dynamic IT team.

This senior-level position will play a crucial role in managing system migrations, with a particular focus on transitioning to Dynamics 365, Dynamics GP (Great Plains), and Sage ERP platforms. The ideal candidate will bring a wealth of experience in ERP application support, project management, and technical proficiency in Microsoft Azure, Citrix, Windows Server environments, and SQL Server.

In this role, you will support the Applications Team - responsible for providing end-user support, leading analysis of business needs, and managing large-scale IT initiatives. You will work closely with various technical teams and business stakeholders to optimize operational efficiency and drive technological advancements within the organization.

This position offers an exciting opportunity to make a significant impact on the company’s IT infrastructure and contribute to its continued success in serving the community.

Duties & Responsibilities:

• Provide comprehensive end-user support, training, and maintenance across multiple software applications
• Manage day-to-day operations of application servers and oversee service desk ticket resolution
• Lead analysis of business needs and processes to identify areas for improvement and implement solutions
• Plan, design, develop, and deploy business application systems to enhance operational efficiency
• Manage large-scale IT initiatives, ensuring successful implementation and adoption
• Maintain relationships with internal teams and external service providers
• Oversee system migrations, particularly focusing on Dynamics 365 and Dynamics GP Sage platforms
• Collaborate with technical teams and business stakeholders to align IT solutions with organizational goals

Required Experience & Education:

• Bachelor's Degree in Information Technology or a related field
• Minimum 8 years of experience in ERP business application support or functional consulting
• Expertise in Microsoft D365 F & O, Dynamics GP, Business Central, CRM, Sage 300 CRE, and other relevant systems
• Strong knowledge of Azure, Citrix, Windows Server, SQL, and related technologies
• Project management and analytical skills
• Proven ability to thrive in a fast-paced environment, managing multiple priorities with accuracy and efficiency
• Strong communication skills and ability to collaborate effectively with technical and non-technical stakeholders

Nice-to-Haves:

• Advanced understanding of accounting principles
• Proficiency in Microsoft applications (Word, Excel, PowerPivot) and reporting tools (Power BI)
• Experience supporting POS systems such as Counterpoint, LS Retail, and Micros
• Strong interpersonal skills and a proactive, problem-solving mindset
• Previous experience in the utility or energy sector is a plus

Information about Grand Cayman:

As a British Overseas Territory, the Cayman Islands offers a desirable combination of political stability, tax neutrality, access to world class professional services and a legal system based on English Common Law. The Cayman Island’s success as a global financial centre, its thriving tourism industry, close proximity to the U.S. and physical beauty add to its appeal.

(Job Segment: ERP | Dynamics 365 | Sage | Dynamics GP | Azure | SQL | Project Management | Application Support | Utility | Grand Cayman)