Director, Digital Strategy
Halton Region is committed to fostering a diverse, inclusive, and equitable workplace that reflects the communities we serve. We value, welcome and respect the unique perspectives and contributions of all individuals. We encourage applications from Indigenous Peoples (First Nation, Métis, Inuit), Black and racialized persons, persons with disabilities, women, and members of the 2SLGBTQ+ community. Accommodations are available at any point upon request for candidates participating in the selection process.
Through our Digital Strategy, the Region will deliver on its mission to be a Digital First organization, committed to delivering modern, accessible, high quality digital services to the residents of Halton and our employees.
Through collaboration, innovation, digital and information decision-making models, accountability, and partnerships, Halton Region aims to Build a Strong Digital Culture. There is no better time to join Halton Region.
As an employer of choice, working for Halton Region offer many great rewards:
- Defined benefit pension plan (OMERS)
- Comprehensive compensation and benefits package
- Employee Recognition Program
- Supportive culture with ongoing wellness program promoting health, fitness and well-being.
- Hybrid work arrangements including flexibility and better work-life balance for our employees. This position is eligible for our Hybrid Work Program.
Posting ID: 4508
Department: Digital & Information Services (IT)
Division: Office of the Commissioner
Pay Range: $170,785 - $213,481
Job Type: Permanent
Hours of Work: 35 hours per week
Work Location: Halton Regional Centre - 1151 Bronte Road, Oakville
Employee Group: MMSG
Posting Date: September 8, 2025
Application Deadline: September 22, 2025
Job Summary
Reporting to the Chief Digital & Information Officer, this role will lead the ongoing development of the Region’s Digital Strategy and track implementation progress, ensuring alignment with the Region’s Strategic Plan, organizational priorities and operational business needs. Through development of a multi-year digital transformation roadmap, this role will provide direction for transformation-focused digital services teams in turning strategy into enterprise-wide results. This highly visible and strategic role will lead a team responsible for the strategy and consistent execution of product management for the Region’s core platforms and strategic applications, the developing business relationship management function and emerging enterprise architecture discipline.
Duties & Responsibilities
- Build a high performing team through modeling behaviors that support the organization’s values, through collaboration and performance coaching while inspiring, motivating and guiding team members.
- Align digital initiatives with business needs and transformation goals; facilitate the development of strategy and translate to actionable roadmaps.
- Facilitate stakeholder engagement by partnering with the Digital Transformation and Digital Operations divisions and stakeholders in the business departments to ensure we are prioritizing the capabilities that deliver the most value to business and product success.
- Build relationships that lead to digital initiatives that are aligned with business needs.
- Define, maintain and report on the metrics on progress of achievements aligned with the digital transformation.
- Contribute to broader planning by analyzing market trends, feedback and competitive landscape to identify new opportunities and improvements.
- Contribute to developing digital competencies within the workforce, including digital literacy, customer-centered design and fostering a culture of continuous improvement, inclusion and innovation.
- Other duties as assigned.
Skills & Qualifications
- Bachelor’s degree in business, engineering, IT or a related field.
- Minimum of 15 years of experience in IT with a focus on digital transformation, strategic planning
- Minimum of 5 years of leadership experience, managing cross-functional teams or projects, and influencing senior-level management and key stakeholders.
- Experience fostering a culture of innovation, continuous learning, inclusivity, growth, and improvement.
- Broad knowledge of current and emerging technologies, technology directions and strategic application to business needs, including the ability to differentiate between a relevant trend and hype.
- Proven track record of innovation, both in internal problem solving and in fostering innovative uses of technology in the organization.
- The ability to effectively drive business, culture and technology change in a dynamic and complex operating environment.
- Understanding of enterprise transformation dynamics, including how to integrate technology strategy with business model change, ecosystem collaboration and enterprise-level change programs.
- Experience working successfully in a team-oriented, collaborative environment with multiple stakeholders.
- Expertise in budget planning and financial management.
Important information about your application:
- In accordance with requirements in Ontario Regulation 191/11 – Integrated Accessibility Standards and the Ontario Human Rights Code, Halton Region will accommodate the needs of individuals with disabilities throughout the recruitment process. If you require accommodation at any stage of the recruitment process, please inform the Talent Acquisition representative of the nature of the accommodation(s) you require.
- Please submit your application online. We will accommodate individual needs for applicants with disabilities and others who are not able to apply online. If you experience any issues with submitting your application, please contact HR Access at 905-825-6000 extension 7700.
- Applications will be accepted until 11:59 p.m. on the deadline date specified on the posting.
- We encourage applications from all qualified individuals; however, only those under consideration will be contacted.
- Personal information collected through the job application process will only be used for the purpose of determining qualifications for employment.
- If selected for an interview, you will be contacted by email and/or phone. Please ensure the contact information provided on your resume is up to date and that you check your email and voicemail regularly.
Halton Region serves more than 650,000 residents throughout Burlington, Halton Hills, Milton and Oakville. We are committed to delivering high-quality programs and services that make Halton a great place to live and work. We engage great people who contribute to meaningful work that makes a positive difference in our community. At Halton, you are encouraged to grow and succeed in your career and are recognized for your accomplishments and contributions. As an employee, you will be part of a progressive, service-focused, and award-winning employer with a diverse and inclusive work environment.
