Senior System Administrator

Endurance IT Services • Chesapeake, VA

2d

About The Position

We’re hiring a Senior IT Systems Administrator for a client in Chesapeake! This role will work to support and secure an IT infrastructure in a hands-on capacity that will work closely with a Director of IT. This position is ideal for someone eager to take ownership of key systems and processes — especially in patching, vulnerability management, storage and Linux administration, and Active Directory — while collaborating with a technical leader across multiple domains.

You’ll help shape the company’s cybersecurity posture, drive operational stability, and support cloud migration efforts in a dynamic and growing industry-sector environment.

Requirements

• Bachelor’s degree in IT, Networking, Security or related field along with 5–7 years of experience, or equivalent related experience in lieu of a degree, in IT systems administration in mid-sized environments. A mid-sized environment in our case refers to over 100 active users and a heterogeneous mix of Windows and Mac workstations as well as Windows and Linux servers.
• Proven ability to lead patching/remediation workflows independently. Experience with scanners such as OpenVAS or Nessus.
• Experience supporting Active Directory, Modern SSO and identity systems, Windows and Linux servers, and endpoint security systems.
• Understanding of Linux systems in support of patching, and troubleshooting.
• Understanding of TrueNAS and zfs-based file systems for NAS.
• Familiarity with M365, Azure, and hybrid cloud transition work.
• Competence in system monitoring and alerting tools (Nagios, CheckMK, or equivalents).
• Experience supporting Cisco-based networks (routing/switching) and firewalls.
• Strong understanding of security fundamentals and practical application of NIST frameworks.
• Knowledge of industry regulations such as CMMC and experience with policy authoring.
• Solid communication skills and ability to write clear technical documentation.

Responsibilities

• Own the full vulnerability management lifecycle across Windows, Linux, and Mac environments. This includes operating vulnerability scans, prioritizing and remediating vulnerabilities, and submitting reports to the Director of IT.
• Administer and harden Active Directory in alignment with CIS benchmarks.
• Configure and maintain monitoring and alerting across Windows, Linux, VMWare, and Azure systems.
• Administer TrueNAS-based file storage systems.
• Perform Linux server orchestration, administration and updates.
• Support backup / data protection systems and contribute to business continuity/disaster recovery plans.
• Contribute to implementation and enforcement of a least-privilege access model across systems according to Zero Trust principles.
• Assist with secure data handling procedures, administer and configure reporting for file storage/sharing platforms such as Box and Google Drive.
• Share Endpoint Detection and Response administration duties.
• Support Microsoft 365 and Azure administration.
• Contribute to the upcoming migration from an on-premises mail system to Exchange Online.
• Participate in migrating from local Active Directory to a hybrid Entra/Azure AD environment.
• Apply working knowledge of networking principles to support Cisco switches and routers.
• Administer or assist with firewall configurations (Cisco Firepower preferred).
• Assist with the company-wide Security Awareness Training program.
• Assist with supporting Cisco Call Manager telephony and Webex collaboration.
• Understand NIST 800-171 requirements and support implementation of security best practices; familiarity with CMMC is a plus.
• Participate in authoring IT policy documentation and technical procedures.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior