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Remote Windows Systems Engineer Jobs in Florida (NOW HIRING)

Senior Zendesk Systems Engineer Location: 4 days onsite in Orlando, FL | M-Th onsite, Fri remote Contract: W2 only, 22 month initial contract with potential for conversion to full time with either ...

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Remote Windows Systems Engineer information

What are some common challenges faced by Remote Windows Systems Engineers, and how can they be effectively managed?

Remote Windows Systems Engineers often encounter challenges such as troubleshooting complex system issues without direct physical access, ensuring secure remote connectivity, and coordinating across distributed teams and time zones. Effective management of these challenges involves utilizing robust remote monitoring and management tools, maintaining clear and regular communication with colleagues, and following best practices for system security and documentation. Staying proactive with updates and leveraging collaboration platforms can significantly enhance productivity and reduce downtime.

What is the difference between Remote Windows Systems Engineer vs Remote Network Administrator?

AspectRemote Windows Systems EngineerRemote Network Administrator
CertificationsMicrosoft Certified: Windows Server, CompTIA Network+Cisco CCNA, CompTIA Network+
Work EnvironmentManaging Windows servers, troubleshooting OS issues, deploying updatesConfiguring and maintaining network infrastructure, monitoring network performance
Industry UsageIT, technology, enterprise environmentsIT, telecommunications, service providers
Search IntentFocus on Windows server management and supportFocus on network infrastructure and connectivity

The Remote Windows Systems Engineer primarily manages and supports Windows server environments, ensuring system stability and security. In contrast, the Remote Network Administrator focuses on maintaining network infrastructure, including routers, switches, and connectivity. While both roles require networking knowledge and certifications, their core responsibilities differ, with the Systems Engineer centered on Windows OS and server management, and the Network Administrator on network hardware and connectivity.

What does a Remote Windows Systems Engineer do?

A Remote Windows Systems Engineer is responsible for designing, implementing, and maintaining Windows-based server environments from a remote location. They manage tasks such as installing updates, configuring security settings, troubleshooting technical issues, and ensuring system performance and reliability. These engineers often work with cloud platforms, virtualization technologies, and collaborate with IT teams to support business operations. Their remote role allows them to provide support and maintenance without being physically present on-site.

What are the key skills and qualifications needed to thrive as a Remote Windows Systems Engineer, and why are they important?

To thrive as a Remote Windows Systems Engineer, you need expertise in Windows Server administration, system troubleshooting, and network protocols, often backed by a degree in IT or computer science and certifications like Microsoft Certified: Windows Server Hybrid Administrator Associate. Familiarity with tools such as Active Directory, PowerShell, virtualization platforms, and remote management software is essential. Strong problem-solving abilities, effective communication, and self-motivation are critical soft skills for managing systems and collaborating virtually. These skills ensure secure, reliable system operations and efficient remote support in distributed IT environments.
What are popular job titles related to Remote Windows Systems Engineer jobs in Florida? For Remote Windows Systems Engineer jobs in Florida, the most frequently searched job titles are:
What job categories do people searching Remote Windows Systems Engineer jobs in Florida look for? The top searched job categories for Remote Windows Systems Engineer jobs in Florida are:
What cities in Florida are hiring for Remote Windows Systems Engineer jobs? Cities in Florida with the most Remote Windows Systems Engineer job openings:
Senior Zendesk Systems Engineer

Senior Zendesk Systems Engineer

CEI

Orlando, FL โ€ข Remote

$75 - $80/hr

Full-time

Posted 24 days ago


Job description

Senior Zendesk Systems EngineerJob at a Glance
Title: Senior Zendesk Systems Engineer
Location: 4 days onsite in Orlando, FL | M-Th onsite, Fri remote
Contract: W2 only, 22 month initial contract with potential for conversion to full time with either the client or CEI
Pay: $75.00-80.00/hour + optional medical, dental, vision, 401(k) match
Overview
This role will deliver guest and customer support experiences across vacation brands by owning and operating the Zendesk platform that supports email and web form submissions for parks, resorts, cruise lines, merchandise, and digital guest services. This role is a senior individual contributor position focused on sustaining, enhancing, and operating a critical support platform with real-world guest impact.
Key Responsibilities
  • Own and sustain the Zendesk platform with autonomy, ensuring high availability, security, and compliance across production environments supporting approximately 1500 agents
  • Design, build, and maintain complex technical solutions using Zendesk APIs (REST, webhooks), custom apps, JavaScript, HTML, CSS, Liquid, and integration frameworks
  • Lead configuration-heavy projects from requirements definition through post-launch support, including implementations, migrations, platform upgrades, and feature rollouts
  • Architect and implement advanced workflows, automations, triggers, SLAs, routing logic, and business rules to support complex support operations
  • Define platform standards, QA processes, change management procedures, and operational runbooks; act as technical authority for Zendesk architecture
  • Lead incident response, root cause analysis, and resolution of critical platform issues; implement preventative measures to ensure system reliability
  • Independently act as technical liaison and communicate effectively with product managers, support leadership, vendors, and cross-functional stakeholders
  • Mentor P2 Systems Engineers and contractors, providing technical guidance on complex problem-solving and platform best practices
  • Ship complex features, improve reliability and performance of owned platform areas, and maintain strong operational excellence across Zendesk administration, development, integrations, and automation

Required Skills
  • 5+ years of professional Zendesk administration and development experience with demonstrated expertise in production platform ownership
  • Deep ownership of the Zendesk platform, leading small-to-moderate complexity projects with minimal guidance
  • Expertise in Zendesk APIs, including REST APIs and webhooks
  • Experience with Zendesk custom app development, theme development, and integration architecture
  • Deep hands-on experience with Zendesk administration, including triggers, automations, SLAs, routing, macros, views, forms, fields, and business rules
  • Proficiency in JavaScript for Zendesk customization and development
  • Proficiency in HTML for Zendesk customization and development
  • Proficiency in CSS for Zendesk customization and development
  • Proficiency in Liquid for Zendesk customization and development
  • Ability to design solutions, solve complex problems independently, and translate business requirements into technical architectures
  • Zendesk Analytics experience, including analytics and reporting, custom dashboard development, and data modeling

Required Education, Licenses, and Certifications
  • Bachelor's Degree Required

Preferred Skills
  • Zendesk Certified Administrator or equivalent certification
  • Experience operating large-scale Zendesk environments with 500+ agents, multi-brand, and multi-product configurations
  • Experience with Zendesk implementations, migrations, platform consolidations, or large-scale configuration changes
  • Experience leading QA and UAT strategies, including test planning, regression testing, deployment planning, and rollback procedures
  • Experience building integrations with enterprise systems such as HRIS, ITSM, CRM, and analytics platforms, and managing API-driven workflows
  • Strong understanding of SSO protocols including SAML, OAuth, and OIDC
  • Experience with identity management, security, and compliance, including RBAC, audit logging, and GDPR
  • Experience working in Agile or Scrum environments
  • Experience using Jira, version control systems, and DevOps practices


Why Should I Apply?
This role offers the opportunity to own and evolve a large-scale, mission-critical support platform, work on complex technical challenges with real guest impact, and lead meaningful improvements across reliability, performance, and automation.
About CEI
As a trusted technology partner, CEI delivers solutions that help our customers transform their business and achieve meaningful results. From strategy and custom application development through application management - our technology and digital experience services are tailored to meet each unique need of our customers. Our staffing solutions bring specialized skills to complement our customers' workforce and project requirements.
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