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FairPlay Sports Media

Director of Information Technology

Posted One Month Ago
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In-Office
Waterloo, ON, CAN
Senior level
In-Office
Waterloo, ON, CAN
Senior level
Leads enterprise IT strategy, infrastructure, cybersecurity, compliance, disaster recovery, vendor and asset management, and Tier 1/2 service desk operations. Establishes IAM, zero-trust, MFA, vulnerability management, security training, and service-level processes. Manages IT, network, systems, support, and security teams while partnering with executives and department leaders to align technology initiatives with business goals.
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Job Overview

The Director of IT will lead the organization’s technology strategy,
cybersecurity posture, and user support services. This role combines
strategic oversight with operational leadership across three core pillars:
Enterprise IT, Information Security & Governance, and First-Line User
Support. The ideal candidate will align technological initiatives with
business goals, safeguard corporate assets, and ensure seamless service
delivery.

Key Responsibilities

1. Enterprise IT Strategy & Operations
● Enterprise IT workspace Management: Oversee workspace cloud
environments Google Workspace, enterprise network operations,
servers, telecommunications, and system architecture to ensure high
availability and scalability.
● Systems Integration & Upgrades: Evaluate, implement, and maintain
enterprise software (ERP, CRM, productivity suites) and hardware
ecosystems.
● Disaster Recovery & Continuity: Develop, test, and maintain robust
Business Continuity Plans (BCP) and Disaster Recovery (DR) protocols
to minimize operational downtime.
● Vendor & Asset Management: Negotiate and manage contracts with
software vendors, hardware suppliers, and Managed Service Providers
(MSPs); oversee IT asset lifecycles and software licensing compliance.

2. Cybersecurity, Compliance & Risk Management
● Security Strategy & Posture: Formulate and enforce company-wide
security policies, threat monitoring, incident response plans, and
vulnerability management.
● Identity & Access Management (IAM): Establish zero-trust policies,
multi-factor authentication (MFA), and role-based access controls
across all systems.
● Regulatory Compliance: Ensure alignment with key industry
standards and privacy frameworks.

3. Security Training: Conduct company-wide security awareness
training, phishing simulations, and routine audits.
3. First-Line Support & Service Desk Management
● Helpdesk Leadership: Manage Tier 1/2 service desk personnel to
ensure rapid incident response, problem resolution, and clear
escalation paths.
● Service Level Agreements (SLAs): Establish, monitor, and optimize IT
service metrics (SLA adherence, resolution times, customer
satisfaction/CSAT).
● Onboarding & Lifecycle: Standardize device provisioning, access
management, and offboarding workflows for employees.
● Knowledge Management: Build and maintain internal documentation,
standard operating procedures (SOPs), and end-user self-service
tools.

4. Team Leadership & Stakeholder Management
● People Development: Lead, mentor, and hire a multidisciplinary team
of network engineers, systems administrators, helpdesk technicians,
and security specialists.
● Cross-Functional Collaboration: Partner with executive leadership
and department heads to address technology needs and remove
technical bottlenecks.

Required Qualifications & Skills
● Experience: 8+ years in progressive IT roles, with at least 3–5 years in
a managerial or directorship position.
● Technical Proficiency: Hands-on experience with cloud platforms,
identity providers (Okta, Entra ID/Active Directory), MDM solutions
(Intune, Jamf), network architecture, and modern SIEM tools.
● Certifications (Preferred): CISSP, CISM, ITIL v4, PMP, or cloud-
specific certifications (AWS/Azure Certified Solutions Architect).
● Leadership: Strong project management, vendor negotiation, and
communication skills to bridge technical concepts with non-technical
business leaders.

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