Ready to lead the tech strategy behind an exceptional guest experience?
Our client in Waterdown, ON is looking for a Director of Information Technology to bring innovation, leadership, and reliability to their growing hospitality business.
Who You Are :
You're a strategic and service-oriented IT leader who thrives in dynamic, fast-paced environments. With a passion for technology and a deep appreciation for hospitality, you bring the perfect balance of technical expertise and people-first leadership. You're not just keeping systems running - you're constantly thinking ahead, anticipating business needs, and driving innovation. Comfortable navigating the demands of a 24 / 7 operation, you’re ready to take ownership of IT strategy, lead a team, and elevate the tech experience across the organization.
Work Type :
- Fully Onsite – 5 days a week in office
- 9am – 5pm, Mon-Fri – some weekend / off hours work may be required
Requirements
What You’ll Do :
- Oversee daily IT operations and maintain professional relationships across all departments and locations
- Develop and implement IT strategies aligned with the company’s business objectives
- Lead, mentor and grow the IT team, fostering a culture of innovation, collaboration and continuous improvement
- Participate in regional systems meetings to share best practices
- Provide high-level support to admin users as per Service Level Agreements
- Ensure critical systems (PMS, POS, etc.) are operational 24 / 7
- Ensure the reliability and performance of IT infrastructure, including servers, networks, and data centers
- Lead coordination of new system acquisitions and major projects from conception to completion, ensuring they are delivered on time, within scope, and budget
- Establish product lifecycle management and 10-year capital planning for technology
- Prepare and manage IT operating and capital budgets
- Liaise and negotiate with vendors and service providers to procure IT products and services
What We’re Looking For :
- A minimum of 10 years of experience in IT support and management
- Proven experience in an IT leadership role, with a strong track record of managing complex IT environments
- A strong leader who can drive change and unite a team
- In-depth knowledge of IT infrastructure, systems, and best practices
- Excellent project management skills with the ability to prioritize and manage multiple tasks
- Outstanding communication and interpersonal skills, with the ability to effectively interact with stakeholders at all levels
- Strategic thinker with a proactive approach to problem solving and decision-making
- Experience in the hospitality industry would be considered an asset
- Experience managing and administering Active Directory, Windows Server, and VMware
- Knowledge of network protocols and security controls
- Familiarity with managing Windows Server, O365, SharePoint, and OneDrive
- Experience with wireless and wired LAN technologies, Firewalls, VPN, routing, switching, VoIP and telephony
- Familiarity with ITIL and other IT service management frameworks
- Certification in relevant IT disciplines (e.g., CISSP, PMP)
- Knowledge of PCI compliance
What Makes This Role Exciting?
- Impactful Leadership - Shape the IT vision and strategy for a growing hospitality brand.
- Blend of Tech & Service - Work at the intersection of technology and guest experience in a 24 / 7 environment.
- End-to-End Ownership - Lead systems, infrastructure, communications, and future tech planning.
- Collaborative Culture - Join a passionate, service-driven team where your ideas and leadership matter.
- Base Salary : $140,000 - $160,000
- Paid Time-Off : Recharge and unwind – you earned it!
- Comprehensive Benefits Package : Supporting your health and well-being
- Annual Budget for Professional Development
- Perks You Can Enjoy – Discounts Across All Locations!
Ready to Elevate Your Career? Apply Now!
At STACK IT Recruitment , we connect top talent with standout opportunities. If you meet at least 70% of the qualifications, we encourage you to apply, we’d love to chat!
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Director Of Information Technology • Waterdown, ON, CA