The posting states 'fully remote role' with no geographic restrictions, no work authorization requirement, no timezone constraints, and only English-language proficiency required ('Professional-level English'). The target user meets all technical qualifications and location eligibility for this role.
“This is a fully remote role with constant client interaction.” Physical presence — Explicitly states fully remote with no physical presence requirement, satisfying the remote work requirement for Caribbean-based candidates.
“Source-provided allowed countries: (none — worldwide)” Geographic scope — No geographic restrictions stated; worldwide scope indicated by absence of country limitations.
“Professional-level English.” Work authorization — Only English proficiency required; no visa sponsorship or work authorization language present. No disqualifying work-auth gates triggered.
“Provide remote technical support via phone, ticketing systems, and remote tools.” Timezone — No specific timezone or overlap window required; remote ticket-based and asynchronous support model accommodates UTC-5 worker.
We’re looking for someone who enjoys solving problems… especially the ones that start with ‘nothing changed, it just stopped working.’
We’re looking for an experienced IT Systems Engineer III who combines strong technical expertise with excellent customer service and communication skills. This is a fully remote role with constant client interaction. The ideal candidate is proactive, solutions-driven, and focused on security, reliability, and performance.
They are a leading Managed Services Provider that has been in the industry for nearly fifteen years. They like to think of themselves as a community-centered organization: they have clients in different sectors within their region, and their mission is to help them succeed. Their values? To do it with empathy - they want to deliver friendly, caring, and responsive service 100% of the time.
What will your responsibilities be?
Provide remote technical support via phone, ticketing systems, and remote tools.
Troubleshoot and resolve issues across networks, servers, endpoints, and cloud environments.
Design and implement solutions to improve security, uptime, and performance.
Manage and support Windows Server, Active Directory, and Microsoft 365 environments.
Administer virtualization platforms (VMware, Hyper-V).
Support and maintain cloud infrastructure (Azure and/or AWS).
Configure and manage firewalls (SonicWall, Sophos, Fortinet, Cisco, etc.).
Monitor systems using RMM tools and maintain clear documentation in ticketing systems.
Perform network, server, and security assessments following best practices.
Communicate clearly and proactively with clients and internal teams.
What skills will you need?
7–10 years of hands-on experience, ideally in an MSP environment.
Strong expertise in networking, Windows Server, Active Directory, and Microsoft 365.
Advanced experience with virtualization (VMware, Hyper-V).
Experience with cloud platforms (Azure and/or AWS).
Familiarity with firewalls, backup solutions (Datto, Veeam), and RMM tools (e.g., NinjaOne).
Excellent communication, organization, and time-management skills.
Proactive, results-oriented, and a strong team player.
Experience handling customer support via calls and tickets.
Professional-level English.
Nice to have: technical sales experience.
Ideally, you will have one or more of the following certifications:
CompTIA Net+ and/or CompTIA Security+
CCNA or CCIE-Cisco certifications a real plus
Microsoft certifications for Azure, Office 365, Security
Straight to the employer's own application — no middleman.
Tell us and we'll mark DistantJob as a company that has actually hired in the Caribbean. It's the most useful thing on this board and it only exists because people report it.
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