System Administrator I - III

Bridgehead IT, LLC•San Antonio, TX

1d•Onsite

About The Position

Bridgehead IT is hiring System Administrators at Levels I through III to support the design, deployment, and ongoing maintenance of client server and storage environments. The career track ranges from entry-level infrastructure support to senior administration, with increasing expectations for technical depth, independence, automation capability, and leadership. Level I focuses on learning the environment, routine maintenance, documented procedures, and foundational Windows Server and ticketing skills. Level II involves greater ownership of daily operations, independent troubleshooting, and contributions to documentation and process improvement. Level III takes ownership of complex environments, leads implementations, serves as an escalation point, and contributes expertise in virtualization, scripting, proactive maintenance, and mentoring. All levels work onsite Monday through Friday, use the company ticketing system to track time, document work, and manage client communications, and participate in scheduled after-hours and on-call support rotations. The role supports a diverse portfolio of small and medium-sized businesses and major accounts, working with internal teams and clients on infrastructure operations and projects.

Requirements

Level I: 1–3+ years of experience in IT support or system administration, or relevant technical education.
Level I: Basic understanding of Windows Server and Active Directory environments.
Level I: Willingness to learn PowerShell and system automation tools.
Level I: Strong communication, documentation, and troubleshooting skills.
Level I: Experience using or willingness to learn a ticketing system.
Level I: Ability to lift equipment up to 50 lbs and travel to client sites when required.
Level II: 3–5+ years of experience in system administration or related IT support roles.
Level II: Solid understanding of Windows Server, Active Directory, and Group Policy management.
Level II: Experience with backup systems, patch management, and system monitoring tools.
Level II: Familiarity with PowerShell scripting or a strong interest in developing those skills.
Level II: Hands-on experience using a ticketing system.
Level II: Strong troubleshooting, documentation, and communication skills.
Level III: 5–7+ years of system administration experience with increasing levels of responsibility.
Level III: Proficiency managing Microsoft Windows Server environments and core services, including AD, GPO, DNS, and DHCP.
Level III: Experience with virtualization technologies such as VMware or Hyper-V.
Level III: Working knowledge of backup systems, disaster recovery planning, and storage infrastructure.
Level III: Experience using a ticketing system to manage service requests and document resolution steps.
Level III: Ability to lift equipment as needed, up to 50 lbs, and travel to client sites if required.
Level III: Strong sense of ownership, accountability, and customer service focus.
Ability to work onsite Monday through Friday and participate in after-hours and on-call support rotations.

Nice To Haves

Level I: Microsoft Azure Fundamentals, Microsoft 365 Fundamentals, Azure Administrator Associate, or similar certification.
Level II: Microsoft Windows Server Hybrid Administrator Associate, Azure Administrator Associate, Microsoft 365 Administrator Expert, or similar certification.
Level III: Familiarity with Microsoft 365, Azure, or other cloud-based services.
Level III: Experience with PowerShell scripting for system management and automation.
Level III: Microsoft Azure Administrator Associate, Windows Server Hybrid Administrator Associate, Azure Solutions Architect Expert, or similar certification.

Responsibilities

Install, configure, maintain, and troubleshoot Windows-based server and storage infrastructure across client environments, including physical and virtual platforms such as Hyper-V and VMware.
Manage and support Active Directory, Group Policy, DNS, DHCP, and other core directory services, focusing on availability, accuracy, and security.
Apply system updates, security patches, and configuration changes; verify deployment and follow change management processes.
Monitor server health, backups, and system alerts; resolve tickets involving performance, availability, and access, escalating as appropriate.
Support backup platforms, enterprise storage systems, and disaster recovery solutions; participate in disaster recovery testing and business continuity planning.
Use PowerShell and other tools for administrative tasks, automation, and operational efficiency.
Maintain accurate documentation of system configurations, changes, procedures, and asset and licensing records.
Work with the security team to implement system hardening baselines and remediate identified vulnerabilities.
Assist with deployment and configuration of monitoring, backup, and endpoint protection tools across client environments.
Collaborate with internal teams and clients on server migrations, virtualization efforts, infrastructure upgrades, and issue resolution.
Assist with onboarding and offboarding, including file server permissions, security group management, and client discovery documentation.
Mentor and support junior team members and serve as an escalation point for system-related issues.
Use 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.