Director of Information Technology

Posted 12 Days Ago
Be an Early Applicant
Waterloo, ON, CAN
In-Office
Senior level
AdTech • Digital Media • Gaming • Marketing Tech • Software • Sports • Conversational AI
Powering Sports Media Monetization for Operators & Rights Holders through BetTech solutions & Agentic AI Solutions.
The Role
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.
Summary Generated by Built In

 

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.

Skills Required

  • 8+ years of progressive experience in IT roles
  • 3–5 years of managerial or directorship experience
  • Hands-on experience with cloud platforms
  • Experience with identity providers such as Okta, Entra ID, or Active Directory
  • Experience with MDM solutions such as Intune or Jamf
  • Experience with network architecture
  • Experience with modern SIEM tools
  • Project management skills
  • Vendor negotiation skills
  • Communication skills for explaining technical concepts to non-technical business leaders
  • CISSP, CISM, ITIL v4, PMP, or cloud-specific certification
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The Company
HQ: Ciudad de Mexico
128 Employees
Year Founded: 1999

What We Do

FairPlay Sports Media is a global technology-driven media network and BetTech infrastructure provider that empowers betting operators, media publishers, and rights holders to monetize sports engagement beyond passive advertising. Backed by Bruin Capital and led by Group CEO Stuart Simms, we are redefining the relationship between sports media and betting. We are not a traditional affiliate network; we are the AI-powered operating system for the regulated sports betting industry. By combining 25 years of proprietary betting data with advanced Agentic AI and Managed Trading Services, we bridge the gap between fan engagement and commercial transaction; turning passive viewers into high-value, revenue-generating customers. From "Renting Audiences" to "Owning Outcomes" C-Suite leaders face a "Commodity Trap" with inefficient AdTech. We solve this with our "Virtuous Circle" methodology, which fuses: First-Party Data: Real-time behavioral insights from over 100 million monthly unique users. Agentic AI: Autonomous predictive models (via FairPlay AI, formerly Quarter4) that identify high-intent betting moments. BetTech Connectivity: Low-latency OddsGrid APIs and white-label widgets that increase Yield (RPM). The result? We help partners significantly reduce Cost Per Acquisition (CPA), extend Lifetime Value (LTV), and ensure rigorous compliance across regulated markets (UK, Europe, US). The Tech Stack: Powered by "Teammate" & OddsGrid Our proprietary stack integrates seamlessly into partner ecosystems: FairPlay AI & "Teammate": Our Generative AI assistant acts as a 24/7 betting analyst, leveraging neural networks to generate probability-based predictions that drive retention. OddsGrid: Processing 100 million data updates weekly, our pricing engine provides the industry's most robust real-time data feeds. Managed Trading: We act as an extension of your team, optimizing risk and pricing to maximize commercial performance. Our Network Previously Oddschecker Global Media, our portfolio; including oddschecker, WhoScored, SuperScommesse, Confido Network, and CasinoSmash, serves as the data engine for our B2B infrastructure.

Why Work With Us

FairPlay Sports Media is the AI-powered operating system for sports monetization. We combine deep-tech innovation with the global scale of brands like oddschecker. Join us to build Agentic AI that processes 100m data updates weekly to predict fan behavior. Don't just watch the game; engineer the outcome.

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