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Upsun (formerly Platform.sh) logo

Director of IT

Remote
Canada
Senior Level

Top Benefits

Competitive PTO
Parental leave
Remote work flexibility

About the role

Who you are

  • Strategic IT Expertise: 7+ years of experience in IT operations or systems administration, with a demonstrated ability to lead end-to-end IT functions in distributed environments
  • Technical Know-How: Deep knowledge of IAM/IdP platforms, SaaS ecosystems, and Okta administration. Proficiency in IT security, OS policy enforcement, MDM, and endpoint protection tools like SentinelOne
  • Operational Excellence: A strong process orientation with the ability to document, automate, and improve internal workflows. You bring strong analytical, problem-solving, and negotiation skills that help reduce friction and increase value
  • Communication Skills: Clear and confident communication across technical and non-technical audiences. You keep stakeholders informed, set expectations, and collaborate with empathy and clarity
  • Collaborative Spirit: Experience working cross-functionally in remote, globally distributed teams. You align with internal partners, contribute to shared goals, and foster a positive, solutions-oriented dynamic
  • Employee-Centered Support: A hands-on approach to IT support with a focus on enabling and empowering end users. You ensure systems and policies enhance—not hinder—the employee experience
  • Continuous Improvement: Always looking for ways to improve tooling, policy, or process. You proactively identify inefficiencies and turn them into scalable, sustainable solutions
  • You thrive in dynamic, remote-first environments
  • You know how to reduce complexity through clarity, elevate the employee experience through operational excellence, and drive continuous improvements that make a lasting impact across the organization
  • We know that a great hire won’t meet every requirement that we’ve outlined. If you can see yourself elevating the team, we want to hear your story. Few of us would be here had we not taken a chance

What the job involves

  • As the Director of IT, you are the architect and hands-on driver of our internal technology operations
  • Your mission is to build secure, efficient, and frictionless systems for our distributed workforce
  • This is a "player-coach" role: we need a leader who can design a long-term roadmap while staying deeply involved in the day-to-day execution
  • Building on our existing foundation, you will partner with our Sr. Manager to divide the workload, resolve complex technical roadblocks, and establish clear operational priorities
  • You aren't just overseeing a department; you are refining the function to ensure our infrastructure scales as fast as our team does
  • You collaborate with Security, Finance, and People teams to enforce policies and streamline operations that enable scale without compromising control
  • Whether you’re provisioning tools, optimizing vendor contracts, troubleshooting issues, or automating internal workflows, you approach every challenge with a balance of strategic oversight and hands-on action
  • Focusing on a shared workload model with our Sr. Manager, you will execute a comprehensive roadmap that eliminates the gap between strategic planning and daily technical delivery
  • Infrastructure & Access Management: Serve as the main point of contact for all IT access, tools, and asset-related matters. Collaborate with Security to enforce OS and security policies, manage IAM/IdP operations, and resolve access issues like password resets and lockouts. Continuously improve onboarding and offboarding processes
  • Tool & Application Administration: Ensure tools are integrated with Okta when possible. Handle provisioning and deprovisioning, including exceptional access requests, and ensure compliance with internal policies
  • Access Reviews & Optimization: Conduct regular audits of tool usage, validate user assignments, and manage renewal dates. Right-size licenses and collaborate with Finance on contract updates
  • Internal Tools Ownership: Maintain and streamline administration of Vault, Async, Slack, Okta, Google Workspace, Office365, GitLab, Discord, and other internal corporate systems. Clarify tool ownership and support internal tool governance
  • End-User Support: Manage physical hardware logistics and provide support throughout the asset lifecycle. Define policies for refresh cycles, supported devices, and OS standards. Operate an internal help desk and offer hands-on troubleshooting for tool, OS, and encryption issues
  • Security & Compliance: Ensure device compliance with SentinelOne and MDM policies in partnership with Security. Support secure and consistent device provisioning across the organization
  • Automation & Workflow Improvement: Partner with internal teams to reduce manual processes and build automations that support user lifecycle and vendor account management. Maintain systems like Access-Provisioner, Google-GitLab-Sync, and Slack Channel Manager
  • Cross-Team Collaboration: Work closely with People, Security, and Finance teams to align on workflows, tooling decisions, and process improvements. Bridge technical implementation with operational needs to drive shared outcomes
  • Procurement & Vendor Management: Oversee IT and SaaS vendors, manage renewals and budgets, and ensure tools are used at appropriate tiers for maximum value

The application process

  • You can expect 4 interviews on Google Meet to follow the order below
  • Should you successfully move through the entire process you will have the opportunity to meet with a variety of Upsunners
  • Our goal is to ensure you can make the most informed decision on whether this role, and our culture aligns with what you’re looking for in your future working environment
  • 45 Minutes with Talent Acquisition
  • 60 Minutes with Hiring Manager (Senior Director, FP&A and IT)
  • 60 Minutes with Team (Senior IT Manager)
  • 45 Minutes with Executive (CFO)
  • All roles require background checks

Benefits

  • Competitive PTO
  • Parental leave
  • Remote working/flexibility
  • Healthcare, dental, and vision (US and France staff only)
  • 401k, with employer contribution (US staff only)
  • Extra compensation for on-call ops and support staff
  • Company shares (discretionary)
  • Annual budget for professional development
  • Unlimited Platform.sh accounts
  • Annual company retreat

Not the right fit? Search for IT jobs in Canada

About Upsun (formerly Platform.sh)

201-500

Upsun is the cloud application platform humans and robots love. It is built for today’s hybrid teams, where AI agents write and test code and humans focus on solving the problems that really matter.

Developers, DevOps engineers, and platform teams use Upsun to build, ship, and scale confidently without wrestling with backend infrastructure. We give you your time back. You get:

*Predictable performance, even at scale *Secure, compliant environments by default *Real-time observability and profiling built in *Cloning, configuration, and provisioning in seconds *AI-ready features that plug directly into your stack

The name says it all. "Up" means uptime, reliability, and acceleration. "Sun" reflects our follow-the-sun-support, a 24x7, globally distributed support team keeping the lights on while you rest. Our core belief is that software should power brighter solutions and greater innovation.

Upsunners are a remote, global workforce, and we thrive in a multicultural team. We are committed to open source and an open, welcoming environment. Our team spans the globe and the experience spectrum.

What's our commonality, our cultural fabric? A curious spirit and a thirst for knowledge; an eagerness for innovative ideas and cultures. We believe we can build anything together in an environment that frees you to do your best work.

Our values: 🌿 We make a positive impact. 💚 We care for each other. ✨ We aim for the stars.

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