Systems Administrator

Position Summary
The Senior Systems Administrator is a hands-on infrastructure professional responsible for supporting the
stability, security, and continuous improvement of Chris-Leef’s IT infrastructure and end-user technology
environment. This role is expected to take ownership of day-to-day systems administration, infrastructure
projects, escalated support, vendor coordination, documentation, and operational follow-through.
The ideal candidate is experienced, self-directed, highly accountable, and comfortable supporting a small-tomid-
sized business environment where strong communication, urgency, and practical problem solving are
essential. This position works closely with the Manager of IT and business leadership to keep systems secure,
reliable, and aligned with company needs.
This is a strong opportunity for an experienced Systems Administrator who is ready to take on broader ownership,
lead meaningful projects, and grow into a larger operational leadership role over time.
Essential Duties and Responsibilities
 Administer and maintain core IT infrastructure including Microsoft 365, Azure/Entra services, Windows
Server, Active Directory, Group Policy, DNS, DHCP, file services, and related business systems.
 Own day-to-day infrastructure operations, including monitoring, patching, troubleshooting, change planning,
documentation, and proactive issue resolution.
 Provide leadership for escalated help desk and end-user support issues while coaching and assisting other IT
team members as needed.
 Manage endpoint administration and remote monitoring tools, including device deployment, software
installation, security configuration, inventory, and lifecycle support.
 Maintain and improve identity, access, and security controls across users, devices, applications, network
resources, and cloud services.
 Support and manage network infrastructure including firewalls, switches, wireless access points, VPN,
VLANs, routing, and network monitoring.
 Manage backup, disaster recovery, and business continuity processes, including routine validation,
documentation, and recovery testing where appropriate.
 Support cybersecurity tools and processes including endpoint security, email security, MFA, vulnerability
remediation, security alerts, and incident response coordination.
 Perform root-cause analysis using logs, monitoring tools, vendor resources, and structured troubleshooting
methods.
 Assist with technical planning, architecture, and implementation of infrastructure improvements, migrations,
upgrades, and security initiatives.
 Coordinate with vendors, service providers, and support partners to resolve issues and maintain effective
service delivery.
 Maintain accurate technical documentation, procedures, diagrams, asset information, and administrative
records.
 Support compliance, audit, and security review activities by gathering evidence, improving controls, and
remediating identified gaps.
Senior Systems Administrator Job Description | Chris-Leef General Agency
 Be available for occasional off-hours maintenance, emergency support, or project work when business needs
require it.
 

Knowledge and Skills
 Strong ownership mindset with the ability to independently drive issues and projects to completion.
 Excellent customer service skills with the ability to communicate technical concepts clearly to non-technical
users and leadership.
 Strong troubleshooting and analytical skills, including log review, root-cause analysis, and disciplined
problem resolution.
 Ability to balance urgent support needs with planned project work, documentation, and long-term
infrastructure improvement.
 Professional judgment, confidentiality, and discretion when handling sensitive company, employee, and
system information.
 Strong written communication, documentation, time management, and organizational skills.
 Comfortable working in a fast-paced environment with changing priorities and limited ambiguity.
 Collaborative team player who can also operate with self-sufficiency, urgency, and tenacity.
 Ability to accept feedback, communicate status clearly, and build trust with users, peers, vendors, and
leadership.
 Practical understanding of security best practices, least privilege access, MFA, patching, backup validation,
and change control.
Required Education and Experience
 Bachelor’s degree in Information Technology, Computer Science, Network Engineering, or related field
preferred; equivalent professional experience will be considered.
 4+ years of progressive systems administration, infrastructure support, or equivalent hands-on IT operations
experience in a business environment.
 Experience administering Microsoft 365 and Microsoft cloud services, including Exchange Online, Teams,
SharePoint/OneDrive, Azure/Entra ID, users, groups, licensing, and security settings.
 Experience with Windows Server, Active Directory, Group Policy, DNS, DHCP, file permissions, and core
Microsoft infrastructure services.
 Experience with virtualization platforms such as Hyper-V or VMware.
 Experience administering firewalls, switches, wireless networks, VPN connectivity, and general network
troubleshooting.
 Experience supporting endpoint management, patching, remote monitoring, endpoint security, and user
device lifecycle processes.
 Experience with backup administration, disaster recovery concepts, and business continuity support.
 Ability to participate in occasional off-hours support or maintenance windows when required.
Preferred Qualifications
 Experience with tools and platforms such as NinjaOne, SentinelOne, Proofpoint, Duo, SonicWall, UniFi,
Veeam, Dropsuite, or similar systems.
 Working knowledge of Linux administration and SQL/database concepts.
 Experience in a regulated business environment or with audit/compliance support, cyber insurance
questionnaires, PCI/security reviews, or similar requirements.
Senior Systems Administrator Job Description | Chris-Leef General Agency
 Experience creating IT documentation, standard operating procedures, network diagrams, support
playbooks, and administrative runbooks.
 Experience coordinating with MSPs, software vendors, telecom providers, security partners, or infrastructure
support vendors.
 Relevant certifications such as Microsoft, CompTIA, Cisco, VMware, or security-focused certifications are a
plus.