IT Specialist - Thinkingbox

Thinkingbox; Toronto; On-site; CAD 70,000 - 75,000; Full time

Job summary

A creative agency in Toronto is seeking an IT Specialist to manage Apple devices and provide technical support. You will oversee device lifecycle and collaborate with different teams to optimize operational efficiency. The ideal candidate has experience with MDM tools and networking. This position requires onsite presence 5 days a week and offers a salary ranging from $70,000 to $75,000 annually.

Qualifications

• 3–5+ years in an IT Specialist, Systems Administrator, or similar role.
• Strong experience with Apple Business Manager and MDM platforms.
• Experience supporting creative or production environments is a strong asset.

Responsibilities

• Manage the full lifecycle of Apple devices: procurement, deployment, configuration, compliance, and retirement.
• Provide troubleshooting and support for macOS, Windows, networking, software, and studio equipment.
• Support workstation setups, meeting rooms, AV, and production equipment.

Skills

Apple Business Manager

MDM tools

macOS administration

Windows support

Linux familiarity

networking

communication skills

Tools

Mosyle

Jamf

Kandji

Job description

Who We Are

Hi! We’re Thinkingbox, a brand experience agency driven by craft and curiosity. Our team blends diverse perspectives in design, technology, and strategy to push boundaries and deliver innovative work for our clients. We’re a curious group that loves to think big, keep learning, and create meaningful experiences. Culture is at the heart of who we are, and our offices are hubs of natural collaboration. From hanging out with our office dogs to enjoying Thursday happy hours, we keep our work environment vibrant, welcoming, and fun. Each year, we also encourage our people to spend a month exploring the world, whether that means working from another office or even from the beaches of Mexico, to expand their perspectives and bring fresh inspiration back to the team.

The Opportunity

We are seeking an IT Specialist to lead device management and provide hands‑on technical support based in our Toronto studio and providing assistance for our offices in Salt Lake City and Chicago. This role owns the full lifecycle of Apple devices, oversees MDM administration, supports macOS and Windows environments, maintains studio and workspace technology, and collaborates across teams on equipment, budgeting, cloud resources, and operational improvements. The ideal candidate brings strong experience with Apple Business Manager, MDM tools, endpoint security, networking, and production or creative environments, with familiarity in Linux, AWS or GCP, and the ability to support on‑site operations 5 days per week.

What You’ll Be Doing

• Apple Device Management
• Manage the full lifecycle of Apple devices: procurement, deployment, configuration, compliance, and retirement.
• Administer MDM policies using Mosyle or similar platforms.
• Monitor device health, patching, and security standards to keep studio operations running smoothly.

• Technical Support & Operational Leadership
• Provide troubleshooting and support for macOS, Windows, networking, software, and studio equipment.
• Implement and maintain asset management systems for internal and production gear.
• Evaluate tools, hardware, and processes to improve efficiency and reduce manual overhead.
• Create clear, organized documentation for processes, onboarding, and troubleshooting.

• Studio & Workspace Technology
• Support workstation setups, meeting rooms, AV, and production equipment.
• Maintain organized storage, asset tracking, and infrastructure readiness.
• Recommend tools, hardware, and workflow improvements to streamline studio operations.

• Cross‑Functional Collaboration
• Partner with Office Operations, Production, and Finance on equipment needs, budgets, and purchasing.
• Contribute to technology improvements, hardware refreshes, and workspace upgrades.
• Manage decommissioning and resale of retired hardware.

• Linux & Cloud Familiarity
• Basic to intermediate experience with Linux command‑line workflows and troubleshooting.
• Basic familiarity with AWS or GCP.
• Assist with maintaining cloud‑based Linux servers and containerized environments.
• Support cloud resource management and monitoring under guidance.

What You'll Bring

• Must be on‑site 5 days/week at our Toronto studio.
• 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 supporting Windows workstations.
• Some Linux familiarity, including CLI workflows and basic server provisioning.
• Understanding of on‑prem and basic cloud networking, with troubleshooting across wired, wireless, and VPN environments.
• Working knowledge of AWS or GCP and ability to assist with cloud resource management.
• Experience supporting creative or production environments is a strong asset.
• Clear and effective communication and documentation skills.
• Ability to lift 50 lbs and support hands‑on studio and workspace setups.

Bonus Points

• Experience in studio, film, digital production, or agency environments.
• Familiarity with AV, on‑set gear, or production workflows.
• Scripting/automation skills (Bash or PowerShell) to streamline IT tasks.

$70,000 - $75,000 a year

Placement in the salary range will be based on factors such as internal equity, candidate experience, skills, and qualifications relevant to the role.

Equal Opportunity

At Thinkingbox, we’re committed to creating an inclusive environment where everyone feels valued, heard, and empowered to thrive. We believe that diversity is our creative strength – it's the range of perspectives, experiences, and backgrounds that fuels our best ideas and most innovative solutions. We welcome and encourage applicants of all races, ethnicities, genders, identities, abilities, ages, sexual orientations, and backgrounds to apply. Your voice matters here.

To Apply

Thank you for your interest in joining our team. Please submit your resume along with links to your online portfolio (if applicable) as part of your application. Due to the volume of applications we receive, we’re unable to respond to every submission. However, all applications are kept in our talent database and will be considered for future opportunities.