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IT System Administrator – Microsoft 365 Cloud/Azure

April 29, 2026

DescriptionPURPOSE OF POSITION:Axil Health is a privately owned pharmacist collective offering both independent pharmacy, consulting, and clinical services located inside established medical facilities. We are seeking a skilled Systems Administrator to join our team to help maintain our Microsoft (M365, Azure) cloud-first environment, IT infrastructure and distributed workforce. The System Administrator is responsible for the day-to-day administration, reliability, and continuous improvement of the organization’s on-premises network infrastructure and Microsoft cloud environment, including Microsoft Azure, Active Directory, Microsoft Entra ID, Intune, and Microsoft 365 services. This role serves as a Hands on technical contributor supporting identity, endpoint management, and cloud infrastructure for a distributed workforce, ensuring systems are secure, highly available, and aligned with organizational and HIPAA healthcare compliance requirements, including the protection of systems that store or process electronic Protected Health Information (ePHI). The System Administrator works closely with security, IT operations, and business teams to support user lifecycle management, device provisioning, access controls, and cloud resource management. In addition, this role supports the operational readiness and secure adoption of modern Microsoft and AI enabled tools, assisting with configuration, access controls, and usage alignment to ensure new technologies improve productivity while remaining compliant with security and regulatory standards. Key Responsibilities Microsoft Cloud & Infrastructure Administration<ul><li>Administer and maintain the organization’s Microsoft cloud environment, including Azure, Active Directory, Microsoft Entra ID, Intune, and Microsoft 365 services.</li><li>Manage Azure resources such as virtual machines, storage accounts, and core platform services to ensure reliability, performance, and scalability.</li><li>Monitor system health and availability, proactively identifying and resolving issues impacting users or services.</li></ul>Identity, Access & Endpoint Management<ul><li>Support user lifecycle management, including onboarding, offboarding, role changes, and access provisioning.</li><li>Administer Microsoft Entra ID identities, groups, roles, and access controls in collaboration with security teams.</li><li>Configure and manage Intune for device enrollment, compliance policies, configuration profiles, and application deployment.</li><li>Support secure access for a distributed remote workforce.</li></ul>Security, Compliance & HIPAA Support<ul><li>Operate systems in alignment with HIPAA healthcare compliance requirements, particularly for systems that store, process, or access electronic Protected Health Information (ePHI).</li><li>Apply system hardening, configuration standards, and compliance policies in coordination with security and compliance teams.</li><li>Assist with audits, access reviews, documentation, and operational evidence collection.</li></ul>Automation & Operational Efficiency<ul><li>Use PowerShell to automate routine administrative tasks, reporting, and system maintenance.</li><li>Improve operational consistency and efficiency through scripting, standardization, and repeatable processes.</li><li>Maintain documentation for system configurations, procedures, and operational runbooks.</li></ul>Technology Evaluation & Continuous Improvement<ul><li>Investigate, evaluate, and help implement new Microsoft and related technologies that improve the organization’s reliability, scalability, security, and operational resilience.</li><li>Participate in proof-of-concepts, pilots, and technical reviews to assess operational impact and alignment with organizational standards.</li><li>Collaborate with security, infrastructure, and leadership teams to provide input on platform selection, upgrades, and modernization initiatives.</li></ul>AI & Emerging Technology Enablement<ul><li>Support the operational readiness and secure configuration of AI enabled tools, including Microsoft and third party solutions.</li><li>Assist with access controls, configuration, and usage alignment for new technologies to ensure they improve productivity while meeting security and compliance expectations.</li><li>Collaborate with security teams during evaluations and rollouts of new platforms and services.</li></ul>Collaboration & Support<ul><li>Provide Tier 2 / Tier 3 support for identity, endpoint, and cloud platform issues.</li><li>Work closely with security, IT operations, compliance, and business teams to support organizational goals.</li><li>Participate in continuous improvement efforts and technology modernization initiatives.</li></ul>Required Skills & Qualifications Core Technical Skills<ul><li>Strong experience administering Microsoft Azure, Active Directory, Microsoft Entra ID, Intune, and Microsoft 365.</li><li>Solid understanding of identity and access management, endpoint management, and cloud operations.</li><li>Hands-on experience using PowerShell for administration, automation, and reporting.</li></ul>Compliance & Operational Knowledge<ul><li>Familiarity with HIPAA and healthcare regulatory requirements as they relate to IT systems and access controls.</li><li>Experience supporting audits, access reviews, and compliance related operational processes.</li><li>Understanding of best practices for managing systems in cloud first and remote work environments.</li></ul>Professional Skills<ul><li>Strong troubleshooting and problem solving abilities.</li><li>Clear written and verbal communication skills.</li><li>Ability to evaluate technical tradeoffs related to system reliability, scalability, and security.</li><li>Ability to prioritize tasks and balance operational needs with longer term improvements.</li><li>Comfortable working independently and collaboratively in a cross functional environment.</li></ul>Experience<ul><li>3+ years in system administration or cloud operations</li><li>Experience using and administering AI enabled tools, including Microsoft Copilot or other productivity or analytics platforms preferred</li><li>Advanced PowerShell scripting or experience with automation frameworks (e.g., scheduled tasks, CI/CD integrations, Infrastructure as Code exposure) preferred</li><li>Familiarity with Azure networking concepts, such as V Nets, subnets, NSGs, private endpoints, and VPN connectivity preferred</li></ul>Certifications (preferred)<ul><li>Azure Administrator Associate</li><li>Identity and Access Administrator</li><li>Modern Desktop Administrator</li></ul>

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...