Estate Operations & Technology Manager

Gateway Search Associates•Newtown Square, PA
•Remote

About The Position

This unique role sits at the intersection of enterprise systems administration, elite hospitality tech, and hands-on workforce enablement. If you love mastering specialized software, managing Apple-centric ecosystems, and traveling to luxury destinations to train teams, this is your next adventure. Remote-first, with a strong preference for candidates living within 1–2 hours of the Philadelphia suburbs for monthly in-office collaboration (1–2 times per month). Approximately 25% travel across the U.S. and potentially Europe.

Requirements

  • 3–5+ years in systems administration, corporate technology training, or managing operations software for high-end hospitality or private estates.
  • Proven experience setting up and administering specialized property management or enterprise operational systems (experience with NINES Systems Administration is a major plus).
  • Deep familiarity with corporate and deployment-level Apple ecosystems (iOS, iPadOS, macOS, iCloud integration).
  • Exceptional emotional intelligence and patience; ability to teach complex digital tools to non-technical employees clearly.
  • Demonstrated history of working with extreme discretion and confidentiality.

Responsibilities

  • Serve as the sole administrator for specialized estate and operations management software (including NINES).
  • Manage user permissions, onboard new profiles, and maintain a clean, scalable data architecture.
  • Ensure flawless integration of operational platforms across field-deployed iPhones, iPads, and corporate iCloud environments.
  • Conduct dynamic training sessions (both remote and on-site during travel) to help non-technical field and property staff master digital workflows.
  • Connect corporate technology goals with real-world property operations.
  • Proactively audit platform workflows to eliminate friction and maximize communication efficiency between global teams.
  • Translate physical property operations into structured, digital SOPs and templates within the management platform.
  • Collaborate with external AV, smart-home automation, and IT vendors to ensure seamless technology handoffs to the property staff.

Benefits

  • 100% employer-paid benefits for the employee and family
  • 9% 401(k) contribution
  • 3 weeks PTO
  • Generous paid holiday schedule
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