IT Director - Thinkingbox

IT Director - Thinkingbox at Thinkingbox.

Thinkingbox is on the lookout for a proactive IT Director to lead our global technology operations from our Toronto studio. This position requires a blend of strategic oversight and hands‑on execution, ensuring that our technological infrastructure is both secure and scalable. The IT Director will play a crucial role in supporting our creative teams throughout North America and beyond, fostering an environment where innovation can thrive.

Key facts

• Location: Toronto
• Engagement: Full-Time

What you’ll do

• Develop and implement a comprehensive global IT strategy, establishing infrastructure standards and security protocols that align with organizational goals.
• Manage the complete hardware lifecycle for both Apple and Windows systems, overseeing everything from procurement to deployment and eventual retirement.
• Supervise cloud services, identity management systems, single sign-on (SSO) solutions, and ensure robust network connectivity across all platforms.
• Spearhead initiatives related to cybersecurity, including incident response planning and vulnerability assessment.
• Serve as the main technical escalation point for complex issues, while also providing mentorship and guidance to IT staff.
• Collaborate closely with executive leadership on budget planning, vendor management, and software licensing agreements.
• Ensure the functionality and maintenance of studio and office technology, which includes audiovisual equipment, workstations, and production hardware.
• Facilitate the onboarding and offboarding processes for new hires, ensuring a smooth transition in and out of the organization.
• Work in partnership with the Office Manager to maintain an organized and efficient workspace that promotes productivity.

Requirements

• A minimum of 8 to 10 years of progressive experience in IT, with a strong emphasis on leadership roles or ownership of specific functions.
• Demonstrated expertise in managing Apple environments through tools such as Apple Business Manager and MDM solutions like Mosyle, Jamf, or Kandji.
• Experience in overseeing Windows workstation environments, focusing on endpoint management and hardware strategies.
• Comprehensive understanding of networking principles, including the management of firewalls, VPNs, and wireless infrastructure.
• Familiarity with cloud platforms such as AWS, Google Cloud Platform (GCP), and Microsoft 365.
• Proven track record in managing cybersecurity initiatives, vendor contracts, and technology procurement processes.
• Willingness and ability to work on-site five days a week at the Toronto office.
• Physical capability to lift, move, and install various office and production equipment as needed.

Nice to have

• Experience in creative, digital production, or agency environments, which could enhance understanding of the unique IT needs in these settings.
• Knowledge of IT governance and security frameworks that can help shape organizational policies.
• Familiarity with production‑specific equipment, rendering infrastructure, or audiovisual setups that are critical to our operations.
• Skills in scripting and automation using languages such as Python, Bash, or PowerShell to streamline processes.
• Relevant industry certifications, including CISSP, AWS, Google Cloud, Cisco, or Jamf, which would add value to the role.

Skills & tools

• Proficient in using Apple Business Manager, Mosyle, Jamf, and Kandji for device management.
• Experienced in Windows Enterprise Management for effective workstation oversight.
• Knowledgeable in cloud services, particularly AWS, GCP, and Microsoft 365, to support our infrastructure.
• Strong networking skills, covering wired and wireless setups, VPN configurations, and firewall management.
• Expertise in identity management systems and single sign‑on (SSO) solutions.
• Familiar with audiovisual and studio hardware to ensure operational efficiency.

Practical notes

• This position requires on-site presence five days a week at our Toronto location.
• Benefits offered include extensive health coverage, flexible time off policies, and office amenities such as catered lunches and a dog-friendly environment.

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