Systems Administrator

Who We Are

OWL Services is the premier sales, installation, program management and service provider to retail, commercial, fleet, aviation and marine, and emergency power generation companies across the U.S.

With 33 offices and distribution centers and more than 1,400 field service professionals, OWL delivers on a service platform that includes construction, compliance and testing, maintenance and repair, modernization and re-imaging, and EV charging solutions to keep businesses and people moving 24 hours a day, 7 days a week, 365 days a year.

The Role

The ideal candidate has hands-on experience leading Active Directory cleanup and restructuring, with strong expertise in Windows Server across on-premises and Azure. This role requires enforcing standards, driving remediation, and operating effectively in M&A-driven environments while working independently and collaborating across teams.

Responsibilities:

• Active Directory & Identity Ownership
• Own AD architecture, health, and strategy across multiple domains
• Lead AD cleanup/restructuring (OU design, GPOs, lifecycle)
• Manage identity and access (service accounts, groups, Entra ID governance)
• Enforce standards for naming, access, group design, and least-privilege
• Server & Infrastructure Management
• Build, administer, and maintain Windows Server environments (on-prem and Azure)
• Manage physical/virtual infrastructure (VMware, Hyper-V, Azure, Scale) and lifecycle and lifecycle
• Support modernization efforts, including migration to hybrid/cloud environments
• Patching, Configuration & Operations
• Own server patching (NinjaOne); partner with IT Operations team on endpoint patching (Intune)
• Maintain consistent configuration management (GPOs, baselines, policies) across environments
• Develop PowerShell automation to improve efficiency and consistency
• Backup & Resilience
• Own backup strategy and systems; ensure regular recovery testing for disaster recovery readiness
• Security & Remediation
• Lead remediation of findings from audits, vulnerability scans, and penetration tests
• Implement and maintain infrastructure security and hardening standards
• Administer and maintain security platforms (e.g., CrowdStrike, Defender) in coordination with eSentire (SOC-as-a-Service)
• Collaboration
• Partner across IT Infrastructure, Operations, Applications, and Development teams
• Work with business stakeholders to understand needs and communicate impacts
• Operate independently while aligning with IT priorities and standards
  

Requirements and Skills:

• 5 years of hands-on experience administering Windows infrastructure and Active Directory environments
• Proven experience owning and redesigning Active Directory environments (not just supporting them)
• Demonstrated success in:
• Active Directory cleanup, consolidation, or restructuring initiatives
• GPO design and standardization at scale
• Managing multi-domain and/or M&A-driven environments
• Strong expertise in:
• Active Directory (DNS, GPO, replication, trusts)
• Identity & Access Management principles
• PowerShell automation
• Experience with:
• Leading security remediation efforts from audits or penetration tests
• Hybrid identity (Entra ID / Azure AD Connect) and hybrid-joined environments
• Infrastructure patching and configuration management
• Backup and disaster recovery planning and validation
• Core competencies:
• Ability to manage projects and priorities independently without constant supervision
• Solid understanding of networking fundamentals (TCP/IP, DNS, DHCP, VPNs, VLANs, segmentation)
• Able to collaborate effectively within a distributed IT team
  

Compensation and Benefits:

• 10 Paid Holidays
• Flexible Time Off
• 401(k) with Company Match
• Health, Dental, and Vision Insurance
• HSA and FSA
• Disability & Occupational Accident Insurance
• Company-Paid Life Insurance
• Employee Assistance Program (EAP)
• Career development through world-class training programs