IT Specialist - Thinkingbox at Thinkingbox

Toronto, Ontario, Canada

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Not SpecifiedCompensation

Mid-level (3 to 4 years)Experience Level

Full TimeJob Type

UnknownVisa

Technology, Creative AgencyIndustries

Requirements

Must be on-site 5 days/week at 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 (strong asset)
Clear and effective communication and documentation skills
Ability to lift 50 lbs and support hands-on studio and workspace setups

Responsibilities

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
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
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
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
Assist with maintaining cloud-based Linux servers and containerized environments
Support cloud resource management and monitoring under guidance

Skills

Key technologies and capabilities for this role

Apple Business ManagerMDMMosylemacOSWindowsendpoint securitynetworkingLinuxAWSGCP

Questions & Answers

Common questions about this position

Is this a remote position or does it require on-site work?

The role is based in the Toronto studio and requires the ability to support on-site operations 5 days per week, while also providing assistance for offices in Salt Lake City and Chicago.

What technical skills are required for the IT Specialist role?

Key skills include strong experience with Apple Business Manager, MDM tools like Mosyle, endpoint security, networking, macOS and Windows support, plus familiarity with Linux command-line, AWS or GCP, and production environments.

What is the salary or compensation for this position?

This information is not specified in the job description.

What is the company culture like at Thinkingbox?

Thinkingbox fosters a vibrant, welcoming, and fun work environment with natural collaboration in offices, office dogs, Thursday happy hours, and a program encouraging a month of global exploration for fresh inspiration.

What makes a strong candidate for this IT Specialist position?

A strong candidate has hands-on experience managing the full lifecycle of Apple devices, MDM administration, technical support in macOS/Windows/networking, and familiarity with Linux/cloud services, plus the ability to collaborate cross-functionally and support on-site operations.

Thinkingbox

Creative agency for digital storytelling

About Thinkingbox

Thinkingbox specializes in creating high-quality digital content and storytelling to help brands connect with their audiences. The company produces videos, animations, and other digital media that highlight the unique features of their clients' products and services. For example, they created videos for QuickBooks that demonstrated the software's simplicity and benefits for small business owners. Thinkingbox differentiates itself from competitors by focusing on localized content and building long-term partnerships with clients, starting from specific projects and evolving into ongoing collaborations. The goal of Thinkingbox is to shape the future of brands through compelling narratives and visual content.

Vancouver, CanadaHeadquarters

2009Year Founded

VENTURE_UNKNOWNCompany Stage

Consumer Software, EntertainmentIndustries

51-200Employees

Benefits

Hybrid Work Options

Flexible Work Hours

Paid Vacation

Paid Sick Leave

Health Insurance

Risks

Departure of long-term partner Clark may disrupt operations and knowledge retention.

New COO Corey Hankey might introduce misaligned strategic shifts.

Aggressive growth strategies by new CGO Alex Panousis could strain resources.

Differentiation

Thinkingbox excels in innovative storytelling and high-quality digital content creation.

The company specializes in interactive and immersive content like AR and VR experiences.

Thinkingbox has a global reach with localized content for diverse client needs.

Upsides

Growing demand for AR and VR content boosts Thinkingbox's market opportunities.

Brands' focus on sustainability offers new storytelling avenues for Thinkingbox.

Rise of short-form video content aligns with Thinkingbox's creative capabilities.

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