Senior Manager of Systems Administration

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 Win32 apps, MSI packaging, PowerShell 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 retail preferred). Expertise with MDM/EMM platforms, endpoint security, compliance policies, and device lifecycle management. Experience with cloud infrastructure, virtualization (Hyper‑V/VMware), backup solutions, monitoring tools, and system hardening. Preferred Familiarity with Oracle Simphony POS, KDS, and restaurant back‑office systems. Familiarity with ITIL frameworks, asset lifecycle management, and compliance reporting. Experience supporting new restaurant openings and field operations. Certifications such as AZ‑104, AZ‑305, MDM/EMM certifications, ITIL Foundation, Security+, etc. Multi‑unit retail + restaurant experience is a strong plus. What You Bring To Cooper’s Hawk A passion for building reliable, secure, and service‑driven technology that enhances the guest and team member experience. A collaborative mindset with the ability to partner across engineering, operations, and field teams. A process‑oriented approach with strong execution, documentation, and continuous improvement. A commitment to technical excellence, team leadership, and hospitality‑focused innovation. A belief that anything done three times should be automated. Compensation Range $120,000 ‑ $150,000 + bonus potential (final offered salary based on experience, skill set, qualifications, and internal pay equity). Benefits Incredible Discounts: Monthly Dining Allowance 50% Dining and Carryout 40% Retail Wine 20% Retail and Private Events Monthly Complimentary Wine Tasting for Two Medical, Prescription, Dental, Vision Insurance plus Telemedicine and Wellness Program Company Matching 401(k) Retirement Savings Plan Flexible Savings Accounts – Health and Dependent Care Health Savings Account Long‑Term Disability; Voluntary Short‑Term Disability Basic Life and AD&D Insurance (with option to purchase additional coverage) Paid Parental Leave Highly Competitive Pay plus Team Member Incentives & Rewards Paid Time Off Milestones Recognition Program Complimentary Gym Membership in RSC Building Hybrid Work Week (3 days in office, 2 days remote, depending on role) Equal Opportunity Employer Cooper’s Hawk is an equal‑opportunity employer. All qualified applicants are considered for employment without regard to race, color, religion, national origin, sex, sexual orientation, age, marital status, veteran status, disability, or any other characteristic protected by applicable law. Cooper’s Hawk makes reasonable accommodations during all aspects of the employment process, including during the interview process. General Nature of the Role The information provided above indicates the general nature and level of work required of the position and is not a comprehensive list of all responsibilities or qualifications. The benefits list is only a highlight of some of the benefits offered to team members; eligibility for certain benefits apply. #J-18808-Ljbffr Cooper's Hawk Winery and Restaurants