IT Specialist - Thinkingbox

1 month from now
CA > Vancouver
Technology

Job Description

What You’ll Be Doing

Apple Infrastructure Ownership

  • Oversee the full lifecycle of Apple devices—procurement, deployment,

  • configuration, compliance, and retirement.

  • Architect, implement, and maintain MDM policies through Mosyle or similar enterprise Apple management platforms.

  • Develop and enforce configuration standards, baseline profiles, and automated deployment workflows.

  • Proactively monitor device health, patching, compliance, and security posture to ensure systems remain reliable, secure, and aligned with industry best practices.

  • Continuously identify opportunities to improve device management, automate routine tasks, and enhance the employee technology experience.

Windows Support

  • Manage and deploy Windows workstations using centralized configuration management tools.

  • Troubleshoot Windows OS and application issues while identifying root

  • causes and implementing long-term solutions to reduce recurring issues.

Linux Familiarity

  • Use Linux command-line tools to troubleshoot and maintain systems.

  • Provision and maintain simple cloud-based Linux servers.

  • Build and manage Docker containers.

Scripting & Automation

  • Write and maintain Bash or PowerShell scripts to automate IT workflows and reduce manual overhead.

  • Use Git for version control and collaboration on scripts and infrastructure changes.

  • Continuously look for opportunities to streamline repetitive tasks through automation.

Networking

  • Support and troubleshoot wired, wireless, VPN, and remote connectivity issues.

  • Apply a strong understanding of on-premise networking and foundational cloud networking concepts to maintain reliable infrastructure.

Cloud

  • Support AWS or GCP environments, including assisting with resource management and monitoring.

  • Help improve cloud operations through documentation, automation, and ongoing optimization.

Security, Identity & Systems Management

  • Manage identity access and SSO systems using least-privilege principles.

  • Monitor compliance, encryption, OS versions, and overall device security posture.

  • Continuously assess the technology environment for opportunities to strengthen security, improve reliability, and reduce operational risk.

  • Improve security practices, documentation, and operational automations.

  • Administer cloud tools, integrations, and connectivity across devices and business applications.

  • Lead incident response for device issues, security alerts, and access escalations while implementing preventative measures to reduce future incidents.

Technical Support & Operational Leadership

  • Proactively monitor and maintain our technology environment to minimize downtime while providing advanced troubleshooting for macOS, networking, software, and studio-related equipment.

  • Implement and maintain asset management systems for internal and production gear.

  • Evaluate and implement new tools, hardware, automations, and processes that improve efficiency, reduce manual work, and enhance the employee experience.

  • Identify recurring technical issues, analyze root causes, and implement long-term solutions rather than temporary fixes.

  • Create clear, organized documentation for processes, onboarding, troubleshooting, and system administration to support consistency and scalability.

Studio & Workspace Technology

  • Support workstation and meeting room setups, power/cable needs, AV requirements, and production equipment integration.

  • Guide best practices for technical setups in studio environments, including connectivity and gear handling.

  • Maintain organized storage, equipment tracking, and infrastructure readiness for on-site teams.

Cross-Functional Collaboration

  • Partner proactively with Office Operations, Production, and Finance to anticipate technology needs, align equipment purchases with business priorities, and support hardware refresh planning.

  • Contribute to planning and execution of technology improvements, infrastructure upgrades, and workspace enhancements.

  • Buy and sell equipment on Marketplace as needed.

What You’ll Bring

 

  • 3–5+ years in an IT Specialist, Systems Administrator, or similar role.

  • Strong experience with Apple Business Manager and MDM platforms (Mosyle, Jamf, Kandji).

  • Solid macOS administration, device compliance, identity/SSO management, and endpoint security skills.

  • Experience deploying and troubleshooting Windows workstations using centralized management tools.

  • Linux familiarity, including CLI troubleshooting, basic server provisioning, and working with Docker containers.

  • Ability to automate workflows using Bash or PowerShell, with Git for version control.

  • Strong understanding of on-premise and basic cloud networking, including troubleshooting wired, wireless, and VPN environments.

  • Working knowledge of AWS or GCP and the ability to assist with cloud resource management and monitoring.

  • Experience supporting technical setups in creative or production environments is a strong asset.

  • Strong communication and documentation skills.

  • A proactive mindset with a passion for continuous improvement—you naturally look for ways to automate repetitive tasks, eliminate friction, and strengthen systems before issues arise.

  • Ability to lift 50 lbs and support hands-on studio and workspace setups.

Bonus Points

  • Experience working in studio, film, digital production, or agency environments.

  • Familiarity with AV, on-set gear, or production workflows.

  • Background in scripting/automation (Bash, Python) or modern identity systems.

  • Experience leading IT process improvements, infrastructure modernization, or automation initiatives.

Additional Info

  • Must be on-site 5 days/week at our Toronto office

  • Flexible time off, including paid vacation and sick days

  • Consistent culture and team-building events

  • Employee recognition and incentive programs

  • Seasonal celebrations and gatherings throughout the year 

  • Office lunches 

  • Branded company swag

  • Access to industry events, learning opportunities, and non-profit outreaches

  • Dog-friendly offices

  • Unlimited coffee, drinks, and snacks

  • Flex work and travel options

  • Comprehensive extended health benefits

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