Junior Systems Administrator

This is a remote position.

Key Responsibilities

Helpdesk & End-User Support

• Serve as the first point of contact for internal IT support requests from employees
  
• Troubleshoot and resolve hardware, software, and connectivity issues in a timely and professional manner
  
• Own and maintain the IT ticketing queue and support workflows, including triage and prioritization
  
• Provide excellent customer service — communicating clearly with both technical and non-technical staff
  

Identity & Endpoint Management

• Administer Microsoft 365 and Entra ID: user provisioning, licensing, group and mailbox management, security policies
  
• Run employee onboarding and offboarding end to end across all business systems
  
• Manage company endpoints through Intune — enrollment, configuration, compliance, and software deployment
  
• Administer user accounts and permissions across our SaaS platforms, including Front, Dialpad, and Zoho CRM
  
• Conduct periodic license and access audits, and act on the findings
  

Infrastructure & Systems

• Assist in the administration and maintenance of our cloud and on-premises infrastructure
  
• Support systems patching, monitoring, and routine maintenance
  
• Help manage network infrastructure, including firewalls, switches, and VPN access
  
• Assist with backup verification, restore testing, and disaster recovery procedures
  
• Support endpoint and email security tooling, and help respond to alerts
  

Application Support & Troubleshooting

• We build and run internal web applications used daily by our operations team — a quote tracker and a customer database, with more planned. You will be the first line of defense when something in them doesn't work.
  
• Act as first-line triage for issues users report in our internal applications
  
• Reproduce reported problems and write clear, specific bug reports — what was expected, what happened, and the exact steps to reproduce
  
• Investigate issues using application logs, browser developer tools, and database queries
  
• Distinguish between user error, data problems, and genuine defects — and resolve the first two independently
  
• Log defects and enhancement requests in our issue tracker, keep them current, and follow up with the people who reported them
  
• Verify fixes and assist with release testing before changes reach production
  
• Perform straightforward data and configuration corrections under guidance
  
• With mentorship, progress toward making small code fixes yourself — this is a genuine growth path, not a hypothetical one
  

Documentation & Process

• Maintain clear and current documentation of systems, configurations, processes, and procedures
  
• Write and maintain runbooks and internal knowledge base articles — this is a core part of the role, not an afterthought
  
• Identify gaps in existing IT processes and propose improvements
  
• Help build the operational foundations that let a two-person IT team support the whole business
  

Reporting & Automation (exposure and growth)

• Assist with administration of our internal reporting tools and dashboards
  
• Support and extend workflow automations that reduce manual IT and business processes
  
• Contribute to data and reporting requests from the wider business as skills develop
  

Growth & Collaboration

• Work closely with the IT Administrator to learn every part of the IT environment
  
• Develop the skills and knowledge to manage IT operations independently and act as backup coverage
  
• Collaborate cross-functionally with other departments to understand their technology needs
  

Requirements

Required

• Minimum 2 years of experience in IT support, systems administration, or a similar technical role
  
• Solid troubleshooting skills across Windows environments, networking, and end-user hardware and software issues
  
• Working familiarity with Microsoft 365 administration — user and license management at minimum
  
• A methodical approach to problem-solving: able to isolate a problem, gather evidence, and describe it precisely rather than reporting "it's broken"
  
• Comfortable working in a small team with significant autonomy and breadth of responsibility
  
• Strong communication skills — able to explain technical concepts clearly to non-technical colleagues
  
• Detail-oriented, with a genuine habit of keeping documentation accurate and up to date
  
• Collaborative and service-minded toward internal employees
  
• Able to work 8:00am – 5:00pm Eastern Time, Mondays to Fridays
  

Nice to Have

• ​Hands-on Microsoft 365 and Entra ID administration (Exchange Online, Teams, SharePoint, Conditional Access)
  
• Experience with endpoint management, particularly Microsoft Intune
  
• Basic SQL — able to write SELECT queries with joins to investigate a data question
  
• Comfort reading application logs and using browser developer tools to diagnose a web application issue
  
• Exposure to version control (Git) and issue trackers (Linear, Jira, or GitLab)
  
• Any exposure to web application development in Python, JavaScript, or a similar stack — professional experience not required, personal projects count
  
• Exposure to cloud infrastructure (Azure, AWS, GCP, or DigitalOcean) — VMs, storage, networking
  
• Familiarity with VPN and remote access technologies (Tailscale, WireGuard, or similar)
  
• Scripting or automation experience (PowerShell, Python, or similar)
  
• Exposure to containers or Linux server administration
  
• Experience with no-code or low-code automation platforms (n8n, Power Automate, Zapier, Make)
  
• Familiarity with BI or dashboard tools such as Metabase, Power BI, or Grafana
  
• Relevant certifications (Microsoft 365 Fundamentals, CompTIA A+ / Network+, Azure or AWS fundamentals)
  

Benefits

• Direct mentorship from the person who built and runs the entire environment, working your exact hours
  
• Genuine breadth — identity, endpoints, networking, cloud, security, application support, and reporting, not a narrow slice
  
• A clear growth path toward independent ownership of IT operations, and toward hands-on development work if that interests you
  
• Other benefits may be discussed during offer