Sr. IT Executive Support Specialist

Responsibilities

• Directly support the technical needs of executive leadership onsite and remotely, providing white-glove technical support and world-class customer service.
• Provide timely support for meetings, presentations, video conferencing platforms, executive events, and other high-visibility business activities.
• Manage the ongoing health and lifecycle of executive and end-user devices, including operating system updates, application patching, security remediations, hardware refreshes, and technology modernization efforts.
• Deliver timely, professional support with a strong focus on customer service and executive experience.
• Utilize AI-assisted technologies, automation tools, and emerging technologies to improve end-user productivity, streamline support operations, and reduce manual effort.
• Evaluate, implement, and champion solutions leveraging technologies such as Microsoft Copilot, Microsoft Graph, Claude Code, PowerShell, Python, and similar platforms, demonstrating measurable business outcomes and return on investment.
• Use technical expertise to solve business and workforce technology challenges and identify opportunities for continuous improvement.
• Provide instruction, guidance, and assistance with new technologies, applications, productivity tools, and AI-enabled solutions.
• Develop and maintain scripts, integrations, workflow automations, and technical solutions that improve support efficiency, reduce repetitive work, and enhance the employee technology experience.
• Design, develop, and maintain monitoring solutions, dashboards, operational reporting, and data visualizations that support proactive incident detection, service health monitoring, trend analysis, and operational decision-making using platforms such as Site24x7, Power BI, Azure Monitor, Microsoft Graph, PRTG, ServiceNow, ControlUp, and similar technologies.
• Review support trends, monitor data, and operational metrics to identify opportunities for service improvement and incident prevention.
• Serve as an escalation point for complex technical issues requiring advanced troubleshooting and problem-solving skills.
• Troubleshoot and resolve advanced hardware, software, operating system, network connectivity, and application issues.
• Collaborate with support, engineering, infrastructure, and business teams to resolve issues and improve technology services.
• Create and maintain documentation, knowledge articles, runbooks, support procedures, and operational standards.
• Support file processing, secure file transfers, and production operations.
• Troubleshoot production issues and coordinate resolution efforts with internal and external teams.
• Deploy approved software, configuration, and data changes following established procedures.
• Support asset management, device lifecycle activities, and employee onboarding.
• Participate in on-call support rotations and provide after-hours support as needed.

Qualifications

• General Technical Expertise: 2- or 4-year degree or equivalent experience working in an IT Operations, Executive Support, Systems Support, or Endpoint Management role supporting Windows and Apple devices.
• Strong knowledge of IT operations concepts, endpoint management, systems administration, and support processes.
• Experience supporting production applications and business-critical systems.
• Prominent ability to troubleshoot a broad range of hardware, software, and connectivity issues.
• Working knowledge of Windows desktop operating systems, endpoint management practices, and Windows Server administration.
• Strong attention to detail, organizational skills, and commitment to quality.
• Executive Support: Experience supporting executive leadership and providing white-glove IT support required.
• Exceptional interpersonal, customer service, communication, and relationship-building skills.
• Advanced proficiency with Microsoft 365 applications, Outlook, Teams, and modern collaboration technologies.
• AI/Innovation: Experience with Microsoft Copilot, AI-assisted development platforms, prompt engineering, or enterprise AI adoption initiatives.
• Demonstrated experience identifying and implementing automation and process improvement opportunities through scripting, workflow automation, API integrations, reporting solutions, chatbot technologies, AI-assisted development tools, and low-code/no-code platforms.
• Extensive knowledge of end-user technology with demonstrated curiosity and desire to continuously learn emerging technologies.
• Automation/Monitoring/Development: Experience developing scripts and automation solutions using PowerShell, Python, or similar technologies.
• Proficiency in designing, developing, and maintaining monitoring solutions, dashboards, and data visualizations using platforms such as Power BI, Site24x7, Azure Monitor, Microsoft Graph, PRTG, or similar technologies.
• Experience with endpoint monitoring and digital employee experience platforms such as ControlUp, Site24x7, or similar technologies.
• Experience building operational dashboards and reporting solutions for executive audiences.