Are you a tech-savvy Estate Manage? 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.
Reports directly to the Principal.
Responsibilities
System Administration & Architecture
Platform Ownership: Serve as the sole administrator for specialized estate and operations management software (including NINES).
Data Integrity: Manage user permissions, onboard new profiles, and maintain a clean, scalable data architecture.
Ecosystem Integration: Ensure flawless integration of operational platforms across field-deployed iPhones, iPads, and corporate iCloud environments.
On-Site Enablement & Training
Hands-On Instruction: Conduct dynamic training sessions (both remote and on-site during travel) to help non-technical field and property staff master digital workflows.
Operational Bridge: Connect corporate technology goals with real-world property operations.
Workflow Optimization: Proactively audit platform workflows to eliminate friction and maximize communication efficiency between global teams.
Estate Operations Support
Standard Operating Procedures: Translate physical property operations into structured, digital SOPs and templates within the management platform.
Vendor Liaison: Collaborate with external AV, smart-home automation, and IT vendors to ensure seamless technology handoffs to the property staff.
Requirements
Experience: 3–5+ years in systems administration, corporate technology training, or managing operations software for high-end hospitality or private estates.
Platform Expertise: Proven experience setting up and administering specialized property management or enterprise operational systems (experience with NINES Systems Administration is a major plus).
Hardware Ecosystem: Deep familiarity with corporate and deployment-level Apple ecosystems (iOS, iPadOS, macOS, iCloud integration).
Communication: Exceptional emotional intelligence and patience; ability to teach complex digital tools to non-technical employees clearly.
Discretion: Demonstrated history of working with extreme discretion and confidentiality.
Benefits
Competitive salary and benefits package: 100% employer-paid benefits for the employee and
family. 9% 401(k) contribution. 3 weeks PTO, generous paid holiday
schedule
Numbers & Facts
Location
Newtown Square, Pennsylvania
Website
www.gatewaysearch.com
Skills
Appleunmatched
Apple iCloudunmatched
Apple iPadunmatched
Apple iPhoneunmatched
Audiovisualunmatched
Data Cleaningunmatched
Data Qualityunmatched
Ecosystemsunmatched
Home Automationunmatched
Mac Operating Systemunmatched
Operational Supportunmatched
Operations Managementunmatched
Property Maintenanceunmatched
Property Managementunmatched
Smart Homesunmatched
Standard Operating Procedures (SOP)unmatched
System Architectureunmatched
Systems Administration/Managementunmatched
Technical Leadershipunmatched
Training/Teachingunmatched
Willing to Travelunmatched
iOSunmatched
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