Demo

Senior System Administrator

Endurance IT Services
Chesapeake, VA Full Time
POSTED ON 3/18/2026
AVAILABLE BEFORE 5/18/2026
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.

Key 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.

Qualifications & Experience
  • 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.

About Us

Endurance IT Services provides Managed IT Services, Cybersecurity Solutions, and IT Consulting to help businesses stay secure and productive. We also offer IT Staffing for Direct-Hire, Contract-to-Hire, and Contract roles, as well as internal full-time positions.

Some opportunities may not be exclusive and may evolve as we work with clients—but our mission remains consistent: helping candidates find the right job that aligns with their skills and career goals.



Salary : $100 - $120

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