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NY Site and Executive Support Lead

Job in Stamford, Fairfield County, Connecticut, 06901, USA
Listing for: Guardian Life Insurance
Full Time position
Listed on 2026-07-01
Job specializations:
  • IT/Tech
    IT Support, Systems Administrator
Job Description & How to Apply Below

NY Site And Executive Support Lead

Location:

Primary location based in New York (10 Hudson Yards), with regular travel to Stamford, CT, Holmdel, NJ, and Bethlehem, PA, as needed. Travel is expected to be approximately 25% or higher based on executive support and business needs.

This role requires flexibility to support off-hours, weekends, and critical executive events such as Board of Directors meetings, scheduled and impromptu leadership sessions.

Job Summary:

Guardian is seeking a NY Site and Executive Support Lead to join the Digital Workplace organization. This role serves as the primary technology leader for the New York and Stamford offices while delivering high-touch, white-glove support to senior executives and their administrative teams.

The position combines hands-on executive support with site ownership, ensuring a consistent, high-quality workplace technology experience across locations. The individual will act as a trusted partner to business leadership, owning the end-to-end support experience, driving service performance, and ensuring seamless execution during high-visibility and time-sensitive situations.

This role requires strong technical expertise, sound judgment, and the ability to operate calmly under pressure while maintaining the highest level of professionalism, discretion, and accountability.

Key Responsibilities
  • Serve as the dedicated technology partner for C-suite executives and their administrative teams, delivering white-glove, high-touch support
  • Act as the escalation point for complex or high-impact executive issues, driving rapid resolution with clear communication and follow-through
  • Provide proactive readiness support for executive meetings, including pre-checks, validation, and contingency planning
  • Support executives both onsite and remotely, including during travel, ensuring secure and reliable access to systems and collaboration tools
  • Maintain strict confidentiality and professionalism when handling sensitive executive interactions and data
  • Act as the primary IT point of contact for the New York and Stamford office locations
  • Own the end-user technology experience across the sites, ensuring alignment with enterprise standards and business expectations
  • Build strong relationships with business stakeholders, leadership teams, and administrative partners
  • Partner with Real Estate and Facilities to support workplace initiatives, office improvements, and user experience enhancements
  • Ensure all technology services at the site operate reliably and meet service expectations
  • Own Service Now reporting, including building dashboards and interpreting data to identify trends, risks, and opportunities
  • Drive performance against KPIs and SLAs, ensuring service quality meets or exceeds expectations
  • Perform regular ticket quality audits and hold managed service providers accountable for delivery excellence
  • Track and drive resolution of recurring issues through structured follow-up and trend analysis
  • Establish, document, and improve operational processes, standards, and runbooks
  • Provide advanced troubleshooting across endpoints, including Windows and Apple devices, mobile platforms, and core enterprise applications
  • Support virtual desktop environments such as Azure Virtual Desktop, Windows 365, AWS Work Spaces, and other VDI platforms
  • Maintain strong hands-on experience with Microsoft Intune, SCCM, and Windows Autopilot
  • Own executive device lifecycle management, including provisioning, configuration, maintenance, refresh, and retirement
  • Ensure devices meet security, compliance, and performance standards
  • Apply a security-first mindset when supporting executives, including privileged access considerations and secure configurations
  • Partner with Security and Infrastructure teams to ensure executive environments align with enterprise policies
  • Identify and escalate risks proactively, particularly in high-visibility or sensitive scenarios
  • Partner with stakeholders to plan and execute workplace technology rollouts, including communications, documentation, and user enablement
  • Support and drive adoption of modern digital workplace capabilities, including automation and AI-enabled tools
  • Identify opportunities to improve the executive and end-user experience through standardization and innovation
  • Stay current on emerging technologies and recommend improvements aligned with business needs
Qualifications

Experience:

  • 10+ years of IT experience, with at least 5 years focused on executive support, end-user computing, or digital workplace environments
  • Proven experience supporting C-suite executives in a white-glove support model
  • Experience owning or leading technology operations for office locations or site environments
  • Demonstrated experience operating in high-pressure, high-visibility environments

Technical

Skills:

  • Strong experience with Microsoft 365, including endpoint management (Intune, SCCM, Autopilot)
  • Hands-on experience supporting virtual desktop platforms such as Azure Virtual Desktop, Windows 365, and AWS Work Spaces
  • Broad experience across…
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