Guardian Life Insurance

NY Site and Executive Support Lead

Guardian Life Insurance$82K — $135K *
Information Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years of IT experience, including 5+ years in executive support or digital workplace environments.
  • Proven experience providing white-glove support to C-suite executives.
  • Experience managing technology operations for office locations.
  • Demonstrated ability to perform in high-pressure situations.
  • Strong technical proficiency with Microsoft 365 and endpoint management.

Responsibilities

  • Deliver high-touch technology support to C-suite executives and their teams.
  • Act as the escalation point for complex executive IT issues, ensuring swift resolutions.
  • Prepare and facilitate seamless executive meetings with readiness support.
  • Maintain secure, reliable access to systems for executives, onsite and during travel.
  • Manage end-user technology experiences across New York and Stamford offices.
  • Build strong relationships with business and administrative leaders for IT alignment.
  • Ensure technology services operate reliably and meet agreed standards.

Benefits

  • Opportunities for professional training and development.
  • Flexible work hours with support for off-hours or weekend obligations.
  • Exposure to cutting-edge technology and innovations in the workplace.
  • Collaborative environment within high-performing teams.
  • Strong focus on employee well-being and work-life balance.
Full Job Description

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

Executive Support (Primary Focus)

  • 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

Site Leadership and Ownership (NYC and Stamford)

  • 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

Service Management and Continuous Improvement

  • Own ServiceNow 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

End User Computing and Device Management

  • 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 WorkSpaces, 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

Security and Risk Awareness

  • 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

Project Delivery and Workplace Innovation

  • 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 WorkSpaces
  • Broad experience across Windows, macOS, iOS, Android, and enterprise collaboration tools
  • Experience with ITSM platforms such as ServiceNow, including reporting and operational metrics
  • Solid understanding of identity and access management concepts (Active Directory / Entra ID)

Professional Skills

  • Exceptional customer service skills with the ability to build trust with senior executives and stakeholders
  • Strong communication skills with the ability to translate technical concepts into plain language
  • Ability to operate independently and make sound decisions under pressure
  • Strong organizational skills with the ability to manage multiple priorities and deliver consistently high-quality outcomes
  • High degree of professionalism, discretion, and attention to detail

Preferred

  • Experience leading or mentoring executive support or deskside teams
  • Background in service management, KPI tracking, and continuous improvement practices
  • Familiarity with tools such as Nexthink or digital experience monitoring platforms
  • ITIL or Lean Six Sigma experience

Reporting Relationship

Reports to the Head of End User Support within Digital Workplace / Workplace Technology.

Salary Range:

$82,770.00 - $135,975.00

The salary range reflected above is a good faith estimate of base pay for the primary location of the position. The salary for this position ultimately will be determined based on the education, experience, knowledge, and abilities of the successful candidate. In addition to salary, this role may also be eligible for annual, sales, or other incentive compensation.

About Guardian Life Insurance

Guardian Life Insurance Careers

Join the Guardian Life Insurance team today and be part of a company that values growth, leadership, and innovation. As a leading provider in the insurance industry, Guardian Life Insurance offers a wealth of job opportunities that empower you to shape your future and strengthen your professional skills. Work You’ll Do At Guardian Life Insurance, you’ll collaborate with a diverse team of experts dedicated to providing exceptional service and innovative solutions to our clients. Our culture thrives on inclusivity and the shared ambition of our team members to drive positive change in the insurance sector. Explore a variety of career paths in areas ranging from customer service to financial advisement, each offering the potential to engage with transformative projects that impact lives. Our commitment to professional growth is evident in our robust training programs, including leadership development and diversity training, designed to enhance your skills and advance your career. Innovative Work Guardian Life Insurance is at the forefront of integrating cutting-edge technology and personalized service. Join us and contribute to initiatives that redefine industry standards and lead to more predictive and personalized customer experiences. Be Part of a Great Team Our team at Guardian Life Insurance is our strongest asset. We foster an environment where creativity and effectiveness are encouraged, making it a perfect place for those who seek to innovate and excel in their careers. With a focus on nurturing talent, we offer comprehensive benefits, competitive salaries, and a supportive atmosphere that advocates work-life balance. Future-Proof Your Career With Guardian Life Insurance, your career is future-proof. Dive into a range of employment opportunities that not only align with your current skills but also challenge you to grow and expand your capabilities. Whether you’re looking for a full-time position, an internship, or even leadership roles, Guardian Life Insurance is committed to helping you find the right path. Stay Connected Join Our Team Discover the job opportunities waiting for you at Guardian Life Insurance. We are continuously hiring and looking for individuals who are passionate, driven, and ready to contribute to our mission. Search open positions that match your skills and interests, and take the first step towards a rewarding career with us. Keep Up to Date Stay informed with the latest career tips, industry insights, and company news—all from the professionals who make Guardian Life Insurance a leader in the insurance industry. Our careers blog provides valuable information to help you prepare for your next interview, polish your resume, and enhance your networking abilities. Job Alert Emails Customize your experience by subscribing to job alerts and insider tips tailored to your preferences. Discover exciting and rewarding opportunities that await at Guardian Life Insurance, and see how you can contribute to our legacy of excellence and innovation. Join Guardian Life Insurance today and be part of a company that’s dedicated to your career growth and professional development.
Learn more about Guardian Life Insurance
Size
9,000 employees
Industry
Founded
1860

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