IS Systems Administration Supervisor

CareOregon, Inc.; Washington (District of Columbia); Remote; USD 120,000 - 146,000; Full time

Job summary

An established industry player is seeking an IS Systems Administration Supervisor to lead a dynamic team in optimizing and maintaining their information systems infrastructure. This fully remote position requires strong leadership skills and technical expertise in Microsoft server systems, Office 365, and network management. The ideal candidate will drive efficiency and reliability within the organization while ensuring compliance with security policies. Join a collaborative environment where your contributions will significantly impact the organization's success and help shape the future of its IT landscape.

Benefits

Full benefits

5% bonus target

Qualifications

• 5+ years of experience in supporting Microsoft server systems and applications.
• Experience managing server systems in Azure Cloud is preferred.

Responsibilities

• Oversee configuration and maintenance of hardware, software, and network services.
• Lead a team responsible for maintaining and optimizing server and client systems.

Skills

Microsoft server systems

Office 365

Active Directory

Troubleshooting

Leadership

Communication

Project management

Analytical thinking

Education

5+ years in IT support

1 year in supervisory role

Tools

Azure Cloud

SQL Server

IIS

Job description

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Candidates hired for remote positions must reside in Oregon, Washington, Utah, Idaho, Arizona, Nevada, Texas, Montana, or Wisconsin.

Job Title

IS Systems Administrator Supervisor

Exemption Status

Exempt

Management Level

Supervisor

Direct Reports

IS Systems Administrators

Manager Title

IS Systems Engineering Manager

Department

Information Services

Requisition

24935

Pay & Benefits

Estimated hiring range $120,000 - $145,200 / year, 5% bonus target, full benefits.

Posting Notes

This is a fully remote position, but you must reside in one of the listed 9 states.

Summary

Job Summary

The IS Systems Administrators Supervisor will oversee the day-to-day operations of our information systems infrastructure. Working closely with the ServiceDesk, Information Security, and Systems Engineering teams, this individual will lead a team responsible for maintaining, troubleshooting, and optimizing our server and client systems and related technologies. The ideal candidate will possess strong technical expertise, leadership skills, and a passion for driving efficiency and reliability within our IS environment.

Responsibilities

Essential Responsibilities

• Proactively communicate status and needs to colleagues and leadership.
• Oversee configuration and maintenance of hardware, software, and network services (e.g., Active Directory, DNS, DHCP), including servers, workstations, OS, and applications.
• Supervise the administration of client-facing systems, such as desktops, Office 365, Exchange, Teams, and Azure services.
• Implement and enforce security policies, procedures, and best practices to protect IT assets and ensure compliance.
• Collaborate with the security team to identify and remediate vulnerabilities.
• Lead resolution of escalated issues, conduct incident response, and maintain an on-call rotation.
• Produce knowledge base documentation and procedures for the team and Service Desk.
• Participate in Problem management to identify and resolve chronic issues.
• Monitor system and application availability and reliability, and implement proactive measures.
• Lead root cause analysis and corrective actions.
• Participate in IT project planning and implementation, ensuring alignment with organizational goals.
• Coordinate with stakeholders on project requirements, milestones, and risks.
• Participate in Disaster Recovery and cybersecurity exercises.
• Coordinate with vendors for procurement, support, and compliance.
• Provide training and development for team members.
• Identify opportunities for process improvements and automation.

Employee Supervision

• Supervise team, set goals aligned with organizational mission, vision, and values.
• Identify staffing needs, recruit, and hire with an equity, diversity, and inclusion perspective.
• Plan, organize, and monitor work; ensure resources are available.
• Develop and communicate team and individual goals.
• Train, motivate, and coach employees; support their development.
• Incorporate CareOregon equity tools into leadership and decision-making.
• Ensure adherence to policies and standards.
• Evaluate performance and provide feedback; address gaps and accountability.
• Collaborate with HR for supervisory tasks.

Organizational Responsibilities

• Align work with the organization’s mission, vision, and values.
• Support equity, diversity, and inclusion initiatives.
• Work toward annual business and strategic goals.
• Follow policies, procedures, and compliance requirements.
• Perform other duties as needed.

Minimum Requirements

• At least 5 years of experience in supporting Microsoft server systems, applications, endpoints, and Office 365 in a medium to large enterprise.
• At least 1 year in a supervisory or lead role, or completion of CareOregon’s Aspiring Leaders Program.

Preferred Qualifications

• Experience managing server systems in Azure Cloud.
• Experience with Office 365, Active Directory, and supporting 1000+ end users in a hybrid environment.

Knowledge, Skills, and Abilities

Knowledge

• Deep understanding of network infrastructure, server administration, and virtualization.
• Proficiency with Microsoft OS and supporting technologies.
• Knowledge of server applications like SQL Server, IIS, etc.
• Understanding of network protocols and security principles.
• Basic project management knowledge.
• Familiarity with ITIL and ITSM practices.

Skills and Abilities

• Excellent customer service skills.
• Leadership and team motivation skills.
• Conflict resolution abilities.
• Strong communication skills.
• Troubleshooting and problem-solving skills.
• Analytical thinking for root cause analysis.
• Project management capabilities.
• Organizational and prioritization skills.
• Effective collaboration and communication with diverse teams.
• Stress management and adaptability.
• Physical ability to perform repetitive movements and hear/communicate effectively.