POSITION PURPOSE:
The Toronto Parking Authority (TPA) is seeking a strategic and forward-thinking Senior Specialist, Parking Development to lead the evolution of its digital payment platforms, with a primary focus on enhancing the Green P Parking App. This role is instrumental in driving the transformation of TPA's mobile and on-street parking experiences by embedding a customer-first mindset into every digital touchpoint.
Reporting to the Manager of Parking Development, the Senior Specialist, Parking Development will champion the continuous improvement of the Green P App, leveraging customer insights, data analytics, and emerging technologies to deliver more intuitive, personalized, and seamless user experiences. The role will also lead the planning, execution, and optimization of TPA's broader on-street parking portfolio, ensuring all digital solutions reflect TPA's strategic priorities of innovation, accessibility, and service excellence.
As a key liaison between internal teams and external technology partners, the Senior Specialist, Parking Development will identify and implement enhancements that improve usability, reduce friction, and increase customer satisfaction across all digital parking platforms. This is a unique opportunity to shape the future of urban mobility in Toronto by delivering best-in-class, customer-centric digital solutions that redefine how people interact with parking in a modern city.
MAJOR RESPONSIBILITES:

• Lead the end-to-end development, implementation, and optimization of digital payment solutions, with a primary focus on enhancing the Green P Parking App to deliver a more customer-centric, seamless, and intuitive user experience.
• Drive innovation in on-street parking initiatives by leveraging technology and data to improve convenience, accessibility, and user satisfaction.
• Evaluate and recommend software, hardware, and integrated technology solutions that align with TPA's strategic objectives and elevate the digital customer journey.
• Oversee complex, technology-driven projects from planning through execution, ensuring alignment with operational needs, timelines, and customer experience standards.
• Engage with internal and external stakeholders, including city departments, technology vendors, and cross-functional teams, to ensure collaborative, user-focused design and delivery of digital services.
• Conduct regular performance and business reviews with vendors and partners to assess service quality, identify gaps, and foster continuous improvement and innovation.
• Collaborate with frontline employees and internal departments to ensure digital solutions address operational realities and enhance customer interactions across all channels.
• Support the development and execution of TPA's annual operating plan, ensuring digital initiatives are aligned with organizational strategy and priorities.
• Utilize project management tools, KPIs, and reporting frameworks to monitor, evaluate, and communicate progress on key projects and initiatives.
• Manage and negotiate contracts, service agreements, and vendor relationships to ensure effective delivery and alignment with evolving business and customer needs.
• Oversee project budgets and key account performance, ensuring efficiency and ROI while maintaining a focus on quality and customer satisfaction.
• Coordinate planning approvals, permits, and compliance requirements for on-street parking projects, ensuring smooth integration with city infrastructure and regulatory frameworks.
• Work cross-functionally with Growth and Strategy, Operations, IT, Marketing, and Finance teams to ensure seamless delivery and execution of digital and operational plans.
• Provide clear, consistent, and proactive updates to leadership and stakeholders on project milestones, outcomes, and customer impact.
• Champion a culture of continuous improvement and customer-focused innovation, using user feedback, analytics, and best practices to evolve TPA's digital parking platforms.
• Perform other duties as assigned to support TPA's mission of delivering exceptional, technology-driven parking experiences.

QUALIFICATIONS, EDUCATION & EXPERIENCE:

• Bachelor's degree in Business Administration, Computer Science, Engineering, Information Technology, Digital Product Management, or a related field is required.
• Additional education or training in digital transformation, user experience (UX), or public infrastructure is considered an asset.
• Minimum 5 years' progressive experience in digital product development, technology project management, or customer experience design—preferably in a municipal, transportation, mobility, or public services context.
• Experience in Product Development, Project Management, Payments, and Parking considered an asset.
• Valid Ontario Class "G" driver's license in good standing.
• Proficient in Microsoft Office Suite (Excel, Word, PowerPoint, Outlook), with demonstrated ability to rapidly learn and leverage other digital tools, including business intelligence platforms (e.g., Tableau, Power BI) to support reporting and insight generation.
• Strong understanding of collaboration and project management tools (e.g., MS Teams, SharePoint, JIRA, Asana, or similar) to facilitate cross-departmental coordination and accountability.
• Experience leading and managing complex, cross-functional projects involving competing priorities, tight deadlines, and dynamic stakeholder needs.
• Strong budget management and performance tracking skills, with high attention to detail and a data-informed approach to planning, forecasting, and decision-making.

SKILLS:

• Exceptional time management and organizational skills, with the ability to independently prioritize and manage multiple, high-impact projects in a fast-paced, evolving environment.
• Proven ability to build, maintain, and influence strong, strategic relationships with stakeholders, internal teams, technology partners, and customer-focused organizations across various levels.
• Strong strategic planning and program execution capabilities, with a demonstrated ability to translate data, consumer insights, and analytics into actionable business strategies and platform improvements.
• Inspiring and accountable team leader and collaborator who fosters open dialogue, encourages innovation, and builds a high-performance, inclusive team culture rooted in transparency and shared success.
• Deeply customer-centric mindset with a commitment to delivering seamless, intuitive, and user-focused digital experiences that enhance public service delivery.
• Resilient and adaptable, with the ability to navigate ambiguity and thrive under pressure, while maintaining composure and focus on outcomes.
• Committed to championing and modeling the organization's Core Values, driving a culture of excellence, continuous improvement, and cultural transformation.
• Internal candidates: Employees must have at least one (1) year of continuous service in their current role to be eligible for application.

WORKING CONDITIONS:

• Mainly office environment with some travel required.

About the Toronto Parking Authority

Toronto Parking Authority (TPA) is the largest municipal parking operator in North America, third largest bike share operator and largest operator of municipally owned EV charging in Canada. At the Toronto Parking Authority, we aspire to create a seamless customer experience that delivers on choice, ease, and speed through the City. We are proud to be a major strategic asset for the City in supporting Toronto's Mobility goals. Our advancements, such as enhancements to the Green P app, the expansion of Bike Share Toronto and establishment of a new systems operating centre reflect our commitment to innovation and service excellence.

Join us in Driving (and Riding and Charging) Last Mile Mobility

We recognize that our people are how we make this happen. It's why we have a company culture that values safety, respect and integrity. We strive to be a great place to work: As an employee, you'll experience professional and organizational growth within a collaborative environment where all our efforts are aligned: to deliver on our vision to become the world's best provider of sustainable parking, bike share and last mile mobility.

Come and experience what it's like to work at TPA, where our Rules of the Road guide us: We will win and celebrate as a team; We are passionate about our customers and stakeholders; We will set targets, keep score and win; We will act with a sense of urgency; and We will be respectful, courteous, and accountable.

We are growing. We are mobility. We are TPA.

About the Application Process

As employees we all share in maintaining a safe environment for customers and visitors and a safe work environment for TPA employees. This environment always promotes and exemplifies our Core Values of Safety Always, Respect and Value Differences, and Act with Integrity.

TPA is committed to equity, diversity, anti-racism and inclusion in the delivery of its services and workplaces. TPA is committed to fostering a diverse workforce that is representative of the community it serves at all levels of the organization, and supports an inclusive environment. TPA welcomes applications from members of groups with historical or current barriers to equity, including but not limited to Black and racialized groups, women, Indigenous peoples, persons with disabilities, people from the LGBTQ(IA2S+) community, and others with the skills and knowledge to productively engage with diverse communities. We seek to maintain our commitment to excellence and recognize that increasing the diversity of our employees supports this objective. We are dedicated to equal opportunity.

TPA encourages applications from all qualified applicants and is committed to providing accessible employment practices that are in compliance with the Accessibility for Ontarians with Disabilities Act (‘AODA'). If you require accommodation for disability during any stage of the recruitment process, please notify Human Resources.

TPA has an Employment of Relatives Policy which controls relatives of current employees from being hired, assigned, transferred or promoted into positions where there is a conflict of interest due to relationship. Should you be selected for an interview, you will be asked to disclose the name, relationship and position of any relative who is a current TPA employee.

We thank all applicants; however, only those selected for an interview will be contacted.

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