IT Technology Enablement Specialist
RemoteUnited States
Job Summary
Provide white-glove, concierge-level end-to-end IT support to the Executive Leadership Team, including rapid issue resolution and proactive assistance across devices, collaboration tools, and productivity applications. Troubleshoot complex technical challenges, own issues through to resolution, and deliver one-to-one coaching to executives and their assistants. Design and deliver training sessions, lunch-and-learns, and practical guidance to help users maximize Microsoft 365 and enterprise applications. Develop reusable training materials, knowledge articles, and best-practice content while conducting training needs assessments to customize curricula for specific teams and business units. Monitor adoption trends and user feedback to continuously improve enablement activities and recommend improvements to tools and processes. Work closely with Service Desk, Infrastructure, Security, and Application teams to ensure consistent, high-quality service and contribute to the evolution of the digital workplace.
Required Qualifications
- Significant experience in an IT support, digital workplace, or technology enablement role within an enterprise environment
- Strong hands-on knowledge of Microsoft 365, particularly Outlook, Teams, OneDrive, SharePoint and Copilot
- Demonstrable experience in identifying training needs and creating and delivering training to meet those needs
- Extensive experience supporting Windows and macOS applications
- Proven experience supporting senior leaders or executives in a high-trust, high-expectation environment
- Excellent communication skills, with the ability to explain technology clearly to non-technical audiences
- Strong problem-solving skills and a proactive, customer-focused mindset
- Ability to work independently with minimal supervision, with a proven track record of contributing to complex projects with aggressive timelines
Desired Qualifications
- Familiarity with executive collaboration patterns and personal productivity workflows
- Experience working alongside security and compliance requirements in a regulated environment
- Exposure to AI-assisted productivity tools
- Microsoft certifications, e.g., MCT, MS-900, Modern Desktop Administrator, etc.
- Experience with change management frameworks, e.g. ADKAR, Prosci, etc.
- Familiarity with Power Automate, SharePoint customization, or other advanced M365 tools
- Degree preferred
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