Director, Technology

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.
 

Position / Responsibilities

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) .

Candidate Requirements

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 responsiveness.

DOWNLOAD Full Candidate Brief (PDF)

Search & Application Process

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

Please note that applications submitted through the "Apply" button on this posting will not be reviewed. Only applications emailed as outlined above will be considered.

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.

Salary Range/Hourly rate:

Hybrid information:

Hours:

Closing Date:

Vacancy Statement: Unless specifically stated, all job postings at the Town of Whitby are to fill existing vacancies within our organization.

Our commitment to Inclusion, Diversity, Equity, and Antiracism
At the Town of Whitby, we view holistic inclusion as the pathway to achieving healthy relationships, inclusive excellence and fostering a culture where everyone can thrive. We acknowledge our history—the good and the bad, promote social justice and address discrimination and inequities. We strive to create a workplace that encourages you to always bring your authentic self to work.
Equal Employment Opportunity Statement
The Town of Whitby is an Affirmative Action/Equal Opportunity Employer. Applications from women and minority candidates are strongly encouraged. All qualified applicants will receive consideration for employment without regard to race, colour, religion, sex, national origin, disability status, protected veteran status, gender identity, sexual orientation, pregnancy and pregnancy-related conditions, or any other characteristic protected by law.
Accommodation
The Town of Whitby is committed to creating an accessible and inclusive organization. We are committed to providing barrier-free and accessible employment practices in compliance with the Accessibility for Ontarians with Disabilities Act (AODA). Should you require Code-protected accommodation through any stage of the recruitment process, please make them known when contacted and we will work with you to meet your needs. Disability-related accommodation during the application process is available upon request.
We thank all applicants and advise that only those selected for further consideration will be contacted.

The Town of Whitby confirms that artificial intelligence (AI) will not be used in the screening, assessment, or selection process for this position.
Personal information provided is collected under the authority of The Municipal Act, 2001 and the Municipal Freedom of Information and Protection of Privacy Act.