System Administrator I - III

Job Description

Job Description

Company Overview:

Bridgehead IT is a leading provider of innovative technology solutions dedicated to guaranteed outcomes that bring peace of mind and improve its clients’ bottom line. With a commitment to operational excellence and client satisfaction, Bridgehead IT delivers tailored solutions that drive business success. 

Position Summary:

The System Administrator career track (Levels I through III) supports the design, deployment, and ongoing maintenance of client server and storage environments. Each level builds upon the last, with increasing expectations for technical depth, independence, automation capability, and leadership contribution.

System Administrator I is an entry-level position designed for individuals with a foundation in IT who are ready to grow into infrastructure support. At this level, the focus is on learning the environment, performing routine maintenance, following documented procedures, and building core skills in Windows Server administration and ticketing.

System Administrator II is a mid-level position for technicians who have demonstrated proficiency in daily system operations and are beginning to take greater ownership of their workload. At this level, the expectation is stronger technical depth, more independent troubleshooting, and active contribution to documentation and process improvement.

System Administrator III is a senior-level position for experienced administrators who take ownership of complex environments, lead system implementations, and serve as escalation points for the team. At this level, the expectation is proficiency in virtualization, scripting, proactive maintenance, and mentoring junior staff.

All levels participate in after-hours and on-call support rotations and work primarily through the company’s ticketing system to track time, document work, and manage client communications. All levels will be required to work onsite M-F.

Duties/Responsibilities:

• Install, configure, maintain, and troubleshoot Windows-based server and storage infrastructure across client environments, including physical and virtual platforms (e.g., Hyper-V, VMware).
• Manage and support Active Directory, Group Policy, DNS, DHCP, and other core directory services with a focus on availability, accuracy, and security.
• Apply system updates, security patches, and configuration changes on a regular schedule; verify successful deployment and follow change management processes.
• Monitor server health, backups, and system alerts; respond to and resolve tickets related to performance, availability, and access; escalate as appropriate.
• Support and maintain backup platforms, enterprise storage systems, and disaster recovery solutions; participate in DR testing and business continuity planning.
• Use PowerShell and other tools to perform administrative tasks, support automation, and improve operational efficiency.
• Maintain accurate and detailed documentation of system configurations, changes, procedures, and asset/licensing records.
• Work with the security team to implement system hardening baselines and remediate identified vulnerabilities.
• Assist in the deployment and configuration of monitoring, backup, and endpoint protection tools across client environments.
• Collaborate with internal teams and clients to support server migrations, virtualization efforts, infrastructure upgrades, and issue resolution.
• Assist with onboarding and offboarding processes, including file server permissions, security group management, and client discovery documentation.
• Mentor and support junior team members; serve as an escalation point for system-related issues.
• Operate within the ticketing system to manage time, document work, track task progress, and maintain clear client communications.
• Participate in an on-call rotation and provide after-hours support as scheduled.
• Perform additional tasks as assigned.

Education and Experience:

Level I – System Administrator I

• 1–3+ years of experience in IT support or system administration, or relevant technical education
• Basic understanding of Windows Server and Active Directory environments
• Willingness to learn PowerShell and system automation tools.
• Strong communication, documentation, and troubleshooting skills.
• Experience using or willingness to learn a ticketing system.
• Certifications such as Microsoft Azure Fundamentals, Microsoft 365 Fundamentals, Azure Administrator Associate or similar are preferred.
• Ability to lift equipment up to 50 lbs and travel to client sites when required.

Level II – System Administrator II

• 3–5+ years of experience in system administration or related IT support roles.
• Solid understanding of Windows Server, Active Directory, and Group Policy management.
• Experience with backup systems, patch management, and system monitoring tools.
• Familiarity with PowerShell scripting or a strong interest in developing those skills.
• Hands-on experience using a ticketing system.
• Strong troubleshooting, documentation, and communication skills.
• Preferred certifications: Microsoft Windows Server Hybrid Administrator Associate, Azure Administrator Associate, Microsoft 365 Administrator Expert, or similar.

Level III – System Administrator III

• 5–7+ years of experience in system administration, with increasing levels of responsibility.
• Proficient in managing Microsoft Windows Server environments and core services (AD, GPO, DNS, DHCP).
• Experience with virtualization technologies such as VMware or Hyper-V.
• Working knowledge of backup systems, disaster recovery planning, and storage infrastructure.
• Familiarity with Microsoft 365, Azure, or other cloud-based services is preferred.
• Experience with PowerShell scripting for system management and automation is preferred.
• Experience using a ticketing system to manage service requests and document resolution steps.
• Ability to lift equipment as needed (up to 50 lbs) and travel to client sites if required.
• Strong sense of ownership, accountability, and customer service focus.
• Preferred certifications: Microsoft Azure Administrator Associate, Windows Server Hybrid Administrator Associate, Azure Solutions Architect Expert, or similar.

Why Join Bridgehead IT?

• Serve as a trusted advisor for a diverse      portfolio of SMB and Major Accounts.
• Influence technology strategy and business      outcomes.
• Work alongside highly skilled engineers,      architects, and technology leaders.
• Gain exposure to a wide range of industries and      technologies.
• Enjoy a high-impact role with significant      visibility and growth opportunities.
• Be part of a team that values ownership,      innovation, accountability, and exceptional client service.

Disclaimer:

The duties and responsibilities described in this job description are not a comprehensive list and additional tasks may be assigned to the employee from time to time. This job description in no way states or implies that these are the only duties to be performed by the employee(s) in this position. Employees will be required to follow any other job-related instructions and to perform any other job-related duties requested by any person authorized to give instructions or assignments. All duties and responsibilities are essential functions and requirements and are subject to possible modification to reasonably accommodate individuals with disabilities. To perform this job successfully, the employees will possess the skills, aptitudes, and abilities to perform each duty proficiently. The requirements listed in this document are the minimum levels of knowledge, skills, or abilities.