Senior Systems Administrator ( remote )

AssistRx, Inc.; Orlando (FL); Remote; USD 90,000 - 120,000; Full time

Job summary

A leading technology firm is seeking a Systems Administrator specializing in Microsoft cloud services and JIRA platform management. In this role, you'll ensure operational excellence, support collaboration needs, and drive process improvements aligned with ITIL practices. Ideal candidates will have extensive experience in systems administration and demonstrate strong PowerShell scripting and analytical skills.

Benefits

Comprehensive benefits package

Competitive pay

Matching 401(k) plan

Recognition awards

Legal insurance

Qualifications

• 10+ years of professional experience in systems administration.
• Expert-level knowledge of Microsoft 365 applications and services.
• Hands-on experience as a JIRA Administrator.

Responsibilities

• Administer Microsoft 365 applications and manage JIRA platforms.
• Create and maintain system documentation and technical knowledge base articles.
• Monitor performance and health of Microsoft 365 and JIRA environments.

Skills

Microsoft 365 applications

JIRA Administration

PowerShell scripting

ITIL concepts

Troubleshooting

Documentation

Education

Bachelor's Degree

Job description

The Systems Administrator will play a lead role in managing and supporting AssistRX’s Microsoft ecosystem (including Microsoft 365, Exchange Online, Teams, SharePoint Online, Azure AD, Intune) and the Atlassian JIRA platform used for project tracking, change management, and agile workflows. The successful candidate will be responsible for day-to-day operations, platform optimization, automation, troubleshooting, and supporting end-user needs across these environments. A strong emphasis is placed on collaboration, documentation, and process improvement aligned with ITIL practices.

• 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.

SUPERVISORY RESPONSIBILITIES:

· This job has no supervisory skills.

REQUIRED QUALIFICATIONS:

· 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.

AssistRx offers a comprehensive benefits package including medical, dental, vision, life, and short-term disability insurance, among others. We foster a supportive, fast-paced environment with competitive pay, a matching 401(k) plan, legal insurance, and recognition awards such as the #TransformingLives Honor, Values Award, and Vision Award. We are an Equal Opportunity Employer and all employment is contingent upon successful background checks and verification of work eligibility. Please note that sponsorship and work authorization are not available for this position. Unsolicited resumes from search firms will not be considered.