Career Opportunities: IS Systems Administration Supervisor (24935)

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

Job Summary

The IS Systems Administrators Supervisor will play a crucial role in overseeing 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 of systems administrators responsible for maintaining, troubleshooting, and optimizing our server and client systems and related technologies. The ideal candidate will possess strong technical expertise, exceptional leadership skills, and a passion for driving efficiency and reliability within our IS environment.

Essential Responsibilities

• Proactively and appropriately communicate status and needs to colleagues and leadership team.
• Oversee the configuration and maintenance of hardware, software, and network services (e.g., Active Directory, DNS, DHCP), including servers, workstations, operating systems, and applications.
• Supervise the administration of client-facing systems, such as physical and virtual desktops, Office 365, Exchange, Teams, and other Azure services.
• Implement and enforce security policies, procedures, and best practices to protect IT assets to ensure compliance with relevant laws, regulations, and industry standards.
• Collaborate with the information security team to identify and remediate vulnerabilities on supported systems.
• Lead the resolution of escalated technical issues, conduct incident response activities, and maintain an on-call rotation for the systems administration team.
• Produce comprehensive knowledge base documentation and procedures for the Systems Administrators team and the tier-1 Service Desk.
• Participate in Problem management process to identify chronic issues and investigate solutions to reduce helpdesk call volume.
• Oversee the monitoring of system and application availability and reliability, implementing proactive measures to optimize performance and minimize downtime.
• Direct the team on root cause analysis and implement corrective actions to prevent recurrence of issues.
• Participate in planning and implementing IT projects, ensuring alignment with organizational objectives and timelines.
• Coordinate with stakeholders to define project requirements, milestones, and deliverables. Monitor project progress, identify risks, and take proactive measures to mitigate potential issues.
• Participate in Disaster Recovery and cyber-security incident response exercises.
• Coordinate with vendors and service providers to procure IT products and services, technical support, and ensure compliance with license requirements.
• Provide training and professional development opportunities to team members to enhance their skills and knowledge.
• Identify opportunities for process improvements, automation, and innovation to enhance the efficiency, reliability, and security of IT systems and operations.

Employee Supervision

• Supervise team and recommend team direction and goals in alignment with the organizational mission, vision, and values.
• Identify work and staffing needs to meet work expectations; recruit and hire, using an equity, diversity, and inclusion lens.
• Plan, organize, schedule, and monitor work; ensure employees have information and resources to meet job expectations.
• Lead the development, communication, and oversight of team and individual goals; ensure goals, expectations, and standards are clearly understood by staff.
• Train, supervise, motivate, and coach employees; provide support toward employee development.
• Incorporate guidance from CareOregon equity tools into people leadership, planning, operations, evaluation, and decision making.
• Ensure team adheres to department and organizational standards, policies, and procedures.
• Evaluate employee performance and provide regular feedback to support success; recognize strong performance and address performance gaps and accountability (corrective action). 
• Perform supervisory tasks in collaboration with Human Resources as needed.

Organizational Responsibilities

• Perform work in alignment with the organization’s mission, vision and values.
• Support the organization’s commitment to equity, diversity and inclusion by fostering a culture of open mindedness, cultural awareness, compassion and respect for all individuals.
• Strive to meet annual business goals in support of the organization’s strategic goals.
• Adhere to the organization’s policies, procedures and other relevant compliance needs.
• Perform other duties as needed.

Experience and/or Education

Required

• Minimum 5 years of experience in information systems administration supporting Microsoft server systems, applications, endpoints, and Office 365 in a medium to large enterprise
• Minimum 1 year experience in a supervisory, lead position or completion of CareOregon’s Aspiring Leaders Program; lead roles should include regular assistance to a manager or supervisor in staff hiring, coaching, performance evaluation, and other supervisory tasks

Preferred

• Experience managing and supporting server systems in the Azure Cloud.
• Experience with Office360
• Experience with Active Directory
• Experience supporting 1000+ end users in hybrid environment
• Experience with Systems Maintenance
• Additional experience in related technology support and/or operational positions

Knowledge, Skills and Abilities Required

Knowledge

• In-depth knowledge of network infrastructure, server administration, and virtualization technologies
• Strong proficiency in Microsoft desktop/server operating systems and supporting technologies (e.g., Active Directory, Entra ID, Intune, SCCM, Conditional Access policies, etc.)
• Familiarity with common Microsoft server applications and roles such as SQL Server, IIS, File Servers, DFS, etc.
• Knowledge of network protocols, services, and infrastructure components
• Understanding of IT security principles, practices, and tools to protect systems and data
• Basic knowledge of project management methodologies and tools for planning and executing IS projects
• Working knowledge of ITIL and ITSM governance concepts and practices

Skills and Abilities

• Commitment to providing excellent customer service and support to end-users and stakeholders
• Ability to lead, mentor, and motivate a team of systems administrators
• Ability to handle conflicts and resolve interpersonal issues within the team effectively

• Solid verbal and written communication skills to convey technical information clearly and effectively to both technical and non-technical stakeholders

• Proficiency in troubleshooting technical issues and providing timely resolutions
• Capacity to analyze complex problems, identify root causes, and develop effective solutions

• Ability to understand and adhere to governance and process
• Effective project management skills, with the ability to lead and deliver complex technical projects within defined timelines
• Strong organizational skills to prioritize tasks, manage deadlines, and handle multiple projects simultaneously
• Ability to collaborate with cross-functional teams and work effectively in a team-oriented environment
• Strong ability to proactively and appropriately communicate status and needs to colleagues and leadership team

• Ability to work effectively with diverse individuals and groups
• Ability to accept direction and feedback, as well as tolerate and manage stress
• Ability and propensity to maintain a positive attitude
• Ability to work effectively with diverse individuals and groups

• Ability to learn, focus, understand, and evaluate information and determine appropriate actions
• Ability to accept direction and feedback, as well as tolerate and manage stress
• Ability to see, read, and perform repetitive finger and wrist movement for at least 6 hours/day
• Ability to hear and speak clearly for at least 3-6 hours/day

Working Conditions

Work Environment(s):              ☒ Indoor/Office        ☐ Community        ☐ Facilities/Security      ☐ Outdoor Exposure

Member/Patient Facing:          ☒ No                           ☐ Telephonic         ☐ In Person

         Hazards: May include, but not limited to, physical and ergonomic hazards.

Equipment:  General office equipment

Travel: May include occasional required or optional travel outside of the workplace; the employee’s personal vehicle, local transit or other means of transportation may be used.

Work Location: Work from home

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Candidates of color are strongly encouraged to apply. CareOregon is committed to building a linguistically and culturally diverse and inclusive work environment.

Veterans are strongly encouraged to apply.

We are an equal opportunity employer. CareOregon considers all candidates regardless of race, color, religion, sex, sexual orientation, gender identity, national origin, age, genetic information, disability, or veteran status.

Visa sponsorship is not available at this time.