Senior Systems Administrator

Summary

Join AssistRX as a Systems Administrator and play a lead role in managing and supporting our Microsoft ecosystem and Atlassian JIRA platform. You will be responsible for day-to-day operations, platform optimization, automation, troubleshooting, and end-user support. Collaboration, documentation, and process improvement are key aspects of this role. You will administer and support Microsoft 365 applications, manage JIRA platforms, monitor system performance, and work with the Service Desk to resolve support tickets. You will also create and maintain system documentation and assist with security and compliance initiatives. This position requires a Bachelor's degree or equivalent experience and 10+ years of systems administration experience with a strong focus on Microsoft cloud services.

Requirements

• Bachelor's Degree (BA) from four-year college or university, or five years of related experience and/or training, or equivalent combination of education and experience
• 10+ years of professional experience in systems administration with a strong focus on Microsoft cloud services
• Expert-level knowledge of Microsoft 365 applications and services (Exchange Online, SharePoint Online, Teams, Azure AD, Intune)
• Hands-on experience as a JIRA Administrator, including custom fields, workflows, permissions, and automation
• Strong PowerShell scripting skills and familiarity with Microsoft Graph API
• Experience supporting enterprise collaboration and productivity platforms
• Excellent analytical, troubleshooting, and documentation skills
• Familiarity with ITIL concepts and ability to work within change control processes
• Experience with data protection, security best practices, and user access controls

Responsibilities

• Administer and support Microsoft 365 applications, including Exchange Online, SharePoint, OneDrive, Teams, Azure Active Directory, and Intune
• Manage JIRA Software and Service Management platforms, including user access, custom workflows, field configurations, automation rules, and integrations
• Monitor the performance and health of Microsoft 365 and JIRA environments; ensure uptime, patching, and compliance with internal standards
• Work closely with Service Desk leadership to ensure support tickets and change requests are properly routed, resolved, and documented
• Create and maintain system documentation, standard operating procedures, and technical knowledge base articles
• Assist in Microsoft security and compliance initiatives (e.g., MFA, DLP, Conditional Access, Information Protection)
• Collaborate with internal teams to translate business needs into platform configurations, automation, and dashboards
• Perform user and license management for Microsoft and Atlassian platforms
• Develop scripts or leverage automation tools (e.g., PowerShell, Microsoft Graph, JIRA Automation) to streamline recurring administrative tasks
• Participate in audits, compliance reporting, and governance as required by IT leadership

Benefits

• Medical, dental, vision, life, & short-term disability insurance
• Teledoc services for those enrolled in medical insurance
• Matching 401(k) with immediate vesting
• Legal insurance