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Senior Manager of Systems Administration

Job in Downers Grove, DuPage County, Illinois, 60516, USA
Listing for: Cooper's Hawk Winery and Restaurants
Full Time position
Listed on 2026-05-31
Job specializations:
  • IT/Tech
    IT Support, Systems Administrator, Systems Engineer, Cybersecurity
Salary/Wage Range or Industry Benchmark: 80000 - 100000 USD Yearly USD 80000.00 100000.00 YEAR
Job Description & How to Apply Below

Senior Manager of Systems Administration

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. The role focuses on reliability, performance, security, and lifecycle of all compute environments—including restaurant systems, cloud platforms, corporate servers, end‑user devices, and mobility technologies—across 70+ locations and the Restaurant Support Center.

How You Will Succeed Systems & Cloud Infrastructure
  • Architect, manage, and optimize hybrid compute environments spanning Azure, on‑prem 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 post‑incident reviews with a focus on automation and prevention.
Team & Vendor Leadership
  • Foster a culture of “automate first” thinking, continuous improvement, and cross‑functional collaboration.
  • Lead a team of system administrators, cloud engineers, and EUC specialists focused on uptime, automation, and service excellence.
  • Build technical depth through coaching, training, and cross‑functional collaboration.
  • Manage vendor relationships, licensing, hardware procurement, and RFP processes for mobility, compute, and managed services.
  • Partner with restaurant leadership, service desk, security, networking, and application teams to deliver seamless technology experiences.
What You’ll Need Required
  • 8+ years in systems or infrastructure engineering roles, including 3+ years in technical leadership or management.
  • 5+ years of hands‑on experience with Microsoft infrastructure:
    Windows Server, Active Directory, Azure AD, M365, Intune/SCCM/MECM.
  • Strong background supporting distributed, multi‑unit brick‑and‑mortar environments (restaurant or…
Position Requirements
10+ Years work experience
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