IT Specialist II

As we continue to build...

We’re seeking curious, growth minded thinkers to help shape our vision, structures and systems; playing a key-role as we launch into our ambitious future. If you’re invigorated by our mission, values, and drive to change the world — we’d love to have you apply.

About the Role

This is a high-impact, individual contributor role where you will be the primary owner of IT operations across the company. Our environment is Mac-first, and we rely heavily on Kandji for device management. You’ll be responsible for troubleshooting, supporting employees, and continuously improving our IT systems and processes.

Location Type: Canada, Remote

What you’ll do

• Serve as the primary point of contact for all IT support requests across a remote workforce
• Troubleshoot hardware, software, and access issues quickly and effectively
• Manage onboarding and offboarding (device setup, access provisioning, deprovisioning)
• Own and manage Mac devices using Kandji (policies, compliance, deployments)
• Manage user access across systems (Google Workspace, Slack, etc.)
• Maintain device inventory and lifecycle management
• Build and improve IT processes, documentation, and workflows
• Identify recurring issues and proactively implement solutions
• Support security and compliance initiatives (including SOC 2 readiness)

What you bring

• 3–5+ years of experience in IT support or IT operations
• Strong experience managing Mac environments
• Hands-on experience with Kandji or similar MDM tools
• Excellent troubleshooting and problem-solving skills
• Ability to work independently and prioritize effectively
• Strong communication skills with both technical and non-technical stakeholders
• Experience supporting remote teams

Nice to Have

• Experience in a startup or high-growth environment
• Familiarity with SOC 2 or security best practices
• Experience with identity management (SSO, MFA, Google Workspace admin)
• Exposure to automation or scripting

Why Join Entrupy

You’ll play a critical role in enabling our team to do their best work. As a one-person IT function, your impact will be visible across the organization, and you’ll have the opportunity to shape how IT scales with the company.

We have competitive pay bands for all other countries based on market standards. Individual compensation decisions are based on several factors, including experience level, skill set, and balancing internal equity relative to peers at the company. Based on these factors, we expect most of the candidates offered roles at our company to fall healthily throughout the range. We recognize that the person we hire may be less experienced (or more senior) than this job description, as posted. If so, the updated salary range will be communicated to you as a candidate.

Entrupy embraces a diversity of backgrounds and experiences and provides equal opportunity for all applicants and employees. We are dedicated to building a company that represents a variety of backgrounds, perspectives, and skills. We believe that the more inclusive we are, the better our work (and work environment) will be for everyone.