Supervisor, Infrastructure and Cybersecurity

Job Description

Who We Are
In Whitby, we are dedicated to our work, our community, and each other. We work hard, we have fun, and we celebrate our successes.

The Town of Whitby is a community in transformation that is located in the heart of Durham Region in the eastern Greater Toronto Area. Whitby is the second-largest municipality in the region and one of the fastest-growing communities in Canada. Located on Lake Ontario and only an hour east of Toronto, the population of Whitby is expected to grow from 140,000 to more than 200,000 by 2031. Whitby’s Official Plan has been updated to establish new directions for Whitby’s planned growth and development; the protection of our natural and built environments; urban design intensification; sustainability; community improvement; and, new employment within this time frame.

The Town of Whitby combines a small town atmosphere with the sophistication and amenities of a larger urban centre. Whitby boasts two beautiful heritage downtowns, one of the finest recreational harbours with an award-winning marina, year round sports and recreation activities, parks, trails, and a robust arts and culture scene, all of which are part of the extraordinary amenities that Whitby residents enjoy every day.

Whitby has an exciting and aspiring future, with a community that is welcoming, growing and transforming. On our team, you can expect to make a difference through your work and have a direct impact on shaping our growing community. Creating an inclusive environment where employees experience job satisfaction and have rewarding careers is important to us. We live our values and foster a culture of collaboration, accountability, respect and engagement where people enjoy coming to work.

The Town of Whitby is a hybrid organization. This means staff are empowered to do their best work from various locations, as appropriate for the position.

We want to be the preferred employer for the most talented people who care about the Town of Whitby, and are excited and proud to serve our vibrant community.

Let’s grow together.

What You Will Get To Do
The successful candidate will have a positive impact on our corporate culture by demonstrating the Town’s CARE core values (Collaborative, Accountable, Respectful, Engaged) through daily interactions with individuals at all levels of the organization.

By effectively building positive rapport and relationships, the successful candidate will help us achieve our mission that together we deliver services that make a difference in our community.

Reporting to the Senior Manager, AI, Infrastructure & Cybersecurity, the Supervisor, Infrastructure & Cybersecurity is responsible for providing day-to-day leadership, coordination, and technical oversight of the Town’s enterprise technology infrastructure and cybersecurity operations. This role provides direct supervision to a team of technical professionals and serves as a senior technical resource, ensuring the secure, reliable, and efficient delivery of technology services that support municipal operations.

This role requires a unique combination of leadership, business, and advanced technical expertise, including operational planning, incident management, cybersecurity governance, and the ability to build strong partnerships with both technical and non-technical stakeholders. The Supervisor leads the design, implementation, monitoring, and continuous improvement of infrastructure systems and cybersecurity controls, while driving operational excellence and service reliability across the organization.

Duties for this progressive leadership role include, but are not limited to:

Provide direct supervision, coaching, performance management, training, and development of infrastructure and cybersecurity technical staff, fostering a collaborative, service-oriented, and security-aware culture.
Coordinate and oversee the design, configuration, implementation, maintenance, and monitoring of enterprise infrastructure including data centres, servers, storage systems, LAN/WAN networks, wireless systems, firewalls, identity systems, and cloud platforms.
Provide tier-three technical leadership and incident management for complex system outages, performance issues, and cybersecurity events.
Lead the Town’s cybersecurity operations, including threat monitoring, vulnerability management, identity and access management, endpoint detection and response, and incident response planning, testing, and continuous improvement.
Oversee disaster recovery, business continuity, and backup systems, including design, testing, documentation, and ongoing operational readiness.
Lead technical documentation development, standard operating procedures, training materials, and operational playbooks.
Plan, manage, and deliver infrastructure and cybersecurity projects, including research, solution design, budgeting input, implementation, and vendor coordination.
Oversee vendor contracts, ensure compliance with service level agreements, and manage external service providers.
Collaborate with internal departments, participate on cross-functional project teams, and provide expert advice and technical guidance to staff and leadership across the organization.
Support financial management, procurement processes, operational reporting, and annual work planning activities.
Who You Are
Our team is looking for an enthusiastic, solutions-oriented team player that takes initiative and thrives on a high performing team. You are self-motivated, self-starting and utilize a proactive approach to work. You value partnerships. You bring a strong combination of leadership capability, advanced technical expertise, and sound judgment to lead complex infrastructure and cybersecurity operations in a municipal environment.

Your excellent communication and interpersonal skills coupled with your experience promoting and maintaining positive relations enables you to skilfully build, establish and maintain positive working relationships within the workplace.

You are a strategic thinker who is excellent at prioritization and a problem solver. Using your extensive knowledge and experience in the field allows you to navigate through complex problems and recommend innovative solutions. You have the ability to demonstrate tact, diplomacy and sound discretion when working with a broad range of partners.

What You Bring To Our Team
As the successful applicant, you must possess:

Degree or diploma in Information Technology, Computer Science, or a related discipline, or an equivalent combination of education and relevant experience.
Minimum of five (5) years’ related experience in administering and supporting enterprise infrastructure and Cyber Security or an equivalent combination of education and relevant experience may be considered.
Industry certifications such as CISSP, ITIL Foundation, and CISM are preferred, Microsoft 365/Azure, Security+, CCNA, or equivalent credentials are considered an asset.
Demonstrated experience leading and mentoring technical staff in a fast-paced, operational environment.
Advanced technical expertise in:
Enterprise LAN/WAN networks, routing, switching, wireless systems, and firewall platforms
Virtualized and physical server environments, storage systems (NAS/SAN), and backup technologies
Microsoft 365 and Azure environments, including identity management, Exchange, SharePoint, and tenant administration
Endpoint management, mobile device management, and enterprise security platforms
Identity and Access Management (IAM), privileged access controls, and multi-factor authentication
Strong understanding of cybersecurity frameworks, standards, and best practices, including CIS and NIST.
Proven experience in vulnerability management, threat detection, incident response, disaster recovery, and business continuity planning.
Demonstrated project management experience, including research, planning, budgeting input, vendor coordination, and implementation.
Exceptional analytical and problem-solving skills, with the ability to assess risk, prioritize competing demands, and make sound technical and operational decisions.
Strong leadership, interpersonal, and conflict resolution skills, with the ability to motivate staff and build effective working relationships across all organizational levels.
Excellent oral, written, documentation, organizational, and relationship-building skills.
Ability to manage multiple priorities and deadlines in a highly complex technical environment while maintaining accuracy, accountability, and service excellence