IT Systems Administrator

About the role

We're hiring a system administrator to keep the internal systems our teams rely on every day fast, secure, and available. You'll own core infrastructure hands-on, from identity and endpoints to backups and disaster recovery, and you'll support the people building and running Canvas, Mastery, and Parchment. This is a mid-level, individual-contributor role for someone who likes solving problems at the keyboard and takes pride in uptime.

Responsibilities

• Administer core systems. Manage Microsoft 365, Active Directory, and Entra ID, including users, groups, and access.
• Keep the lights on. Own patching, endpoint management, and monitoring across the fleet to maximize uptime.
• Protect student and business data. Run backups, test disaster recovery, and follow security and privacy practices that meet education standards such as FERPA.
• Support the product teams. Keep the tools and environments behind Canvas, Mastery, and Parchment running smoothly for the people who build them.
• Automate the routine. Write scripts (PowerShell or similar) to cut manual work and reduce errors.
• Support the team. Troubleshoot hardware, software, and network issues, and document what you fix.

Requirements

• Three to five years administering enterprise systems and networks.
• Hands-on experience with Microsoft 365, Active Directory, and Entra ID.
• Working knowledge of virtualization, backup and disaster recovery, and endpoint management.
• Scripting skills for automation, such as PowerShell or Bash.
• An understanding of data privacy and security, and why it matters in education technology.
• Clear communication and a habit of documenting your work.

Nice to have

• Experience supporting a software or SaaS company, ideally in education technology.
• Familiarity with Canvas, Mastery, or Parchment, or other learning and credentialing platforms.
• Relevant certifications, such as Microsoft, CompTIA, or VMware.
• Cloud infrastructure experience beyond Microsoft 365, such as Azure or AWS.
• An associate degree or higher in computer science, information systems, or a related field.

Benefits

• Competitive compensation, plus all full-time employees participate in our ownership program—because everyone should have a stake in our success.
• Flexible work culture. Our remote, hybrid, and in-office collaboration spaces vary by role, team, and location.
• Generous time off, including local holidays and our annual “Dim the Lights” period in late December, when teams are encouraged to step back and recharge based on departmental needs.
• Comprehensive wellness programs and mental health support.
• Learning and development resources, including professional development tools and tuition reimbursement, to support your growth.
• The technology and tools you need to do your best work.
• Motivosity employee recognition program.
• A culture rooted in inclusivity, support, and meaningful connection.