Senior Manager of Systems Administration

Ready to be part of something extraordinary? At Cooper's Hawk, connection is at the heart of everything we do, and we're looking for passionate people to join us. When you become part of our team, you step into a collaborative, supportive culture built on Uncompromising Hospitality, where standards and genuine care come together to create something truly unforgettable. As we continue our exciting journey, you'll help us deliver unforgettable experiences to our Wine Club Members and the entire Cooper's Hawk community.

Join us, and let's turn moments into lasting memories.

The Senior Manager of Systems Administration at Cooper's Hawk is a hands-on technical leader who directs a high performing team of system administrators, engineers and endpoint specialists who are responsible for reliability, performance, security, and lifecycle of all compute environments-restaurant systems, cloud platforms, corporate servers, end-user devices, and mobility technologies. This role ensures that mission-critical hospitality systems remain stable, scalable, and secure across 70+ locations and the Restaurant Support Center.

You will architect and execute strategy across hybrid infrastructure, endpoint engineering, identity and access management, mobility platforms, and restaurant technology. A major focus of this role is driving automation, orchestration, and standardization to reduce manual effort, increase consistency, and improve system reliability. Flexibility is required to support a national, seven-day-a-week operation.

How You Will Succeed:

Systems & Cloud Infrastructure

• Architect, manage, and optimize hybrid compute environments spanning Azure, onprem Windows Server, and restaurant back-office systems.
• Oversee core infrastructure services including Active Directory, Azure AD, Group Policy, DNS/DHCP, PKI, file/print services, virtual machine maintenance, and identity governance.
• Ensure patching compliance and OS lifecycle management using Intune, SCCM/MECM, Azure Update Manager, Automox and automation pipelines.
• Manage backup and disaster recovery strategies using Azure Backup, Arserve, site-to-site replication, and retention policies.
• Implement and maintain monitoring and observability.
• Partner with Field Services/NRO partners to standardize and deploy restaurant back-office servers, network appliances, and local computer resources.
• Collaborate with Security on vulnerability remediation, system hardening baselines, CIS benchmarks, and secure configuration standards.

Restaurant & Hospitality Technology

• Partner with internal teams to assist with uptime, performance, and lifecycle of restaurant systems including Oracle Simphony POS, KDS, BOH servers, payment terminals, printers, and local infrastructure.
• Maintain configuration standards, patching, and version control for POS and KDS environments.
• Support NRO (new restaurant opening) technology builds including server imaging, POS provisioning, network configuration, and vendor coordination.
• Implement remote management and telemetry solutions for proactive issue detection and automated remediation.
• Ensure PCI-aligned system hardening, endpoint protection, and secure connectivity across all restaurant locations.

End User Compute (EUC) & Mobility Management

• Lead enterprise endpoint engineering across Windows, macOS, iOS, and Android platforms.
• Administer and evolve Intune, JAMF, and other MDM/EMM platforms for device compliance, conditional access, encryption, and application deployment.
• Standardize imaging and provisioning using Autopilot, ADE/DEP, JAMF enrollment workflows, and automated configuration scripts.
• Oversee software packaging, versioning, and deployment pipelines using Win
  32 apps, MSI packaging, Power Shell DSC, and configuration baselines.
• Manage the full EUC lifecycle including procurement, asset tagging, inventory management, repair logistics, and secure disposal.

Support, Reliability & Operational Readiness

• Implement change management, release management, and maintenance windows aligned with ITIL practices.
• Ensure high-availability coverage for critical systems during business hours, holidays, and peak restaurant operations.
• Drive root-cause analysis (RCA) and…