System Administrator

System One; Oklahoma City (OK); On-site; USD 65,000 - 80,000; Full time

Benefits offered by this job

Health benefits

401(k) plan

Dental and vision coverage

Life insurance

Job summary

System One, in Oklahoma City, seeks a Senior IT Generalist to oversee all aspects of technology operations. This hands-on role requires managing systems, supporting staff, and ensuring security and compliance across the office. The position offers onsite work hours, Mon-Fri with occasional evenings and weekends.

Ideal candidates bring 8+ years of IT experience, broad expertise in systems administration, networking, and security, and strong communication skills to support attorneys and staff.

Qualifications

• 8+ years hands-on IT experience, ideally in a small professional services environment.
• Broad expertise across systems administration, networking, security, and user support.
• Strong knowledge of Microsoft 365, Windows Server, Azure AD, and modern security tools.

Responsibilities

• Provide day-to-day technical support to attorneys and staff (Windows, macOS, mobile devices).
• Manage and maintain servers, workstations, printers, and network infrastructure; oversee Active Directory, Microsoft 365, Exchange Online, and SharePoint environments.
• Monitor system performance and implement updates, patches, and upgrades; administer line-of-business apps (NetDocuments, iManage, SharePoint).
• Maintain documentation of systems, procedures, and configurations; enforce IT security policies and compliance.
• Support onboarding and training for new hires on firm systems and applications.

Skills

Communication

Customer service

Problem-solving

Autonomous work

Education

CompTIA A+/Network+/Security+

Microsoft certifications

Tools

Microsoft 365

Windows Server

Azure AD

SharePoint

Active Directory

NetDocuments

iManage

Job description

Job Title: IT Generalist

Location: Oklahoma City, Oklahoma

Type: Direct Hire

Compensation: $65000 - $80000 annually

Contractor Work Model: Onsite

Hours: Mon-Fri, 8:00 am - 5:00 pm, some evening and weekends required

System One has partnered with a growing organization thatis seeking a highly skilled Senior IT Generalist to oversee all aspects of the organization's technology operations. This individual will serve as the primary technical resource—managing systems, supporting staff, maintaining security and compliance, and ensuring reliable, efficient, and secure technology performance across the office.

This is a hands-on role ideal for someone who enjoys broad responsibility, autonomy, and the opportunity to directly influence the stability and security of a professional services environment.

Key Responsibilities

Technical Support & End-User Assistance

• Provide day-to-day technical support to attorneys and staff (Windows, macOS, mobile devices).
• Troubleshoot hardware, software, network, and connectivity issues.
• Maintain user accounts, permissions, and access controls across systems.
• Offer training and onboarding support for new hires on firm systems and applications.

Systems Administration

• Manage and maintain servers, workstations, printers, and network infrastructure.
• Oversee Active Directory, Microsoft 365, Exchange Online, Azure AD, and SharePoint environments.
• Monitor system performance and implement updates, patches, and upgrades.
• Administer and support specific applications such as:
  • Document management systems (NetDocuments, iManage, SharePoint)
  • Coordinate with vendors for software troubleshooting and updates.

Cybersecurity & Compliance

• Maintain and enhance cybersecurity posture, including:
  • Endpoint protection and EDR tools
  • Firewalls and secure remote-access solutions
  • Email security and anti-phishing tools
• Ensure compliance with privacy and legal industry standards (e.g., ABA cybersecurity guidelines, HIPAA when applicable).
• Conduct periodic risk assessments, backups, disaster recovery, and incident response planning.

Infrastructure & Network Management

• Manage routers, switches, Wi-Fi, and LAN/WAN configurations.
• Oversee cloud and local servers, virtual machines, and storage solutions.
• Monitor uptime, availability, and network health.

Documentation & Process Improvement

• Maintain accurate documentation of systems, procedures, and configurations.
• Establish IT best practices, security protocols, and firm technology policies.
• Continually improve processes to enhance efficiency and user experience.

Qualifications

Required

• 8+ years of hands-on IT experience, ideally in a small professional services environment.
• Broad expertise across systems administration, networking, security, and user support.
• Strong knowledge of Microsoft 365, Windows Server, Azure AD, and modern security tools.
• Ability to manage technology autonomously and support a wide range of needs.
• Excellent communication, customer service, and problem-solving skills.

Preferred

• Certifications such as CompTIA A+/Network+/Security+, Microsoft certifications, or equivalent.
• Experience with VoIP systems, cloud migrations, and backup/DR platforms.

Key Competencies

• Strong sense of ownership and follow-through
• Ability to translate technical concepts into plain language
• High attention to detail and documentation
• Strategic thinking with hands-on execution
• Discretion, professionalism, and alignment with confidentiality.

System One, and its subsidiaries including Mountain Ltd., are leaders in delivering outsourced services and workforce solutions across North America. We help clients get work done more efficiently and economically, without compromising quality. System One not only serves as a valued partner for our clients, but we offer eligible employees health and welfare benefits coverage options including medical, dental, vision, spending accounts, life insurance, voluntary plans, as well as participation in a 401(k) plan.

System One is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, age, national origin, disability, family care or medical leave status, genetic information, veteran status, marital status, or any other characteristic protected by applicable federal, state, or local law.

Ref: #208-Rowland Tulsa