Director of Technology and Innovation Services

The Town of Whitby is one of Canada’s fastest growing communities located in the heart of Durham Region in southern Ontario. It is home to approximately 140,000 residents and more than 2,200 businesses and is the second largest municipality in the Regional Municipality of Durham. Whitby combines a small town atmosphere with the sophistication and amenities of a larger urban centre. Located on the shores of Lake Ontario, Whitby boasts two beautiful heritage downtowns, one of the finest recreational harbours with two marinas, year round sports and recreation activities, parks, trails, beaches and a robust arts and culture scene, all of which are part of the extraordinary amenities that Whitby residents enjoy every day. With a population projected to grow to 200,000 people within the next 7 years, Whitby has an exciting and aspiring future.

Reporting to the Head of Organizational Effectiveness, the Director, Technology and Innovation Services provides strategic leadership and oversees the full scope of the Town’s technology and digital transformation functions. This role is responsible for the day-to-day operations of the Technology and Innovation Services division, including client services, business solutions, infrastructure and security services, and digital transformation initiatives.

The Director leads the delivery of secure, effective, and forward-looking technology solutions that support the Town’s Corporate Information Technology and Digital Strategic Plan, Community Strategic Plan, and other departmental strategies, while advancing innovation, service excellence, and organizational transformation.The salary range for the role is $166,496 to $189,200 per annum (2025 rate).

The ideal candidate will hold a university degree in Computer Science, Computer Engineering, Information Systems, or a related field (or equivalent experience), with a master’s degree in information technology management, PMP certification, Lean (Green Belt or higher), and designations in service management, business relationship management, or organizational change considered assets. They will bring a minimum of fifteen (15) years of experience in enterprise technology environments and seven (7) to ten (10) years of senior leadership experience within a complex public-sector or municipal organization, with expertise in digital transformation, cybersecurity, infrastructure, and data management. Experience supporting or leading enterprise system implementations, including Workday, and strong capabilities in strategic budgeting, procurement, vendor negotiation, contract management, and technology risk mitigation are required.

The successful candidate will have proven experience leading medium to large teams with an innovative, forward-thinking mindset and the ability to balance multiple stakeholder priorities with political acumen. They will bring an enterprise-wide perspective, demonstrate strong change leadership, and deliver large- scale, complex projects by effectively balancing speed and agility with planning and responsivenes

DOWNLOAD Full Candidate Brief (PDF)

If you wish to be considered for the role, please email your cover letter and resume in PDF format to Kartik Kumar at careers@lesp.ca by March 9th, 2026 @ 11:59pm.

Please be assured that any information shared with Legacy Partners will be treated with the strictest confidence and shared only with the client for the purposes of this search.

Thank you once again for your interest.

Legacy Partners and the Town of Whitby are committed to equity, diversity and inclusion and recognizes that a diverse staff is essential to organizational excellence. We welcome applications from all qualified individuals and encourage women, members of racialized communities, Indigenous persons, persons with disabilities, and persons of any sexual orientation or gender identity to confidentially self-identify at the time of application. In accordance with the provincial legislation, accommodation will be provided by Legacy Partners and the organization throughout the recruitment, selection and/or assessment process, upon request, to applicants with disabilities.If you would like to self-identify during the recruitment process, please fill out the IISD’s Voluntary Self-Identification Questionnaire and submit it with your application.