Estate Operations & Technology Manager

Gateway Search Associates, Inc.; Newtown Square (MD); Remote; USD 90,000 - 150,000; Full time

Benefits offered by this job

Employer-paid benefits

401(k) contribution

3 weeks PTO

Paid holidays

Job summary

Gateway Search Associates, Inc. seeks a tech-savvy Estate Manager to own enterprise systems and drive Apple-centric workflows across luxury properties. You will train teams, coordinate with vendors, and travel to premier destinations to implement digital workflows.

This remote-first role requires 3–5+ years in systems administration within high-end hospitality or private estates, plus strong data governance and the ability to translate complex tools for non-technical staff.

Qualifications

• 3–5+ years in systems administration, corporate tech training, or managing operations software for high-end hospitality or private estates.
• Platform expertise with specialized property management or enterprise systems (NINES Systems Administration a major plus).
• Deep familiarity with Apple ecosystems (iOS, iPadOS, macOS, iCloud integration).
• Strong communication to teach complex digital tools to non-technical staff.
• Experience handling confidential information with discretion.

Responsibilities

• Platform Ownership: serve as the sole administrator for estate and operations software (including NINES).
• Data Integrity: manage user permissions, onboard profiles, and maintain scalable data architecture.
• Ecosystem Integration: ensure seamless integration across field devices and corporate iCloud environments.
• Hands-On Training: conduct remote and on-site training to empower non-technical staff.
• Operational Bridge: align corporate tech goals with property operations and workflows.
• Workflow Optimization: audit and improve platform workflows for efficiency and clarity.
• SOPs & Vendor Liaison: translate operations into digital SOPs and coordinate with AV/IT vendors.

Skills

Systems administration

Tech training

Hospitality tech

Apple ecosystem

Discretion

Tools

NINES Systems Administration

Apple iOS/macOS deployment

Job description

Newtown Square, United States

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

• 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.
• 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.

Competitive salary and benefits package:100% employer-paid benefits for the employee andfamily. 9% 401(k) contribution. 3 weeks PTO, generous paid holidayschedule