Senior Enterprise Technology Procurement & Contract Specialist

Position Details

• Job Category: Finance, Accounting & Purchasing
• Division & Section: Technology Services, Enterprise Services & Operations
• Work Location: Metro Hall, 55 John St, Toronto, ON
• Job Type & Duration: Full-time, Permanent Vacancy
• Shift Information: Monday to Friday, 35 hours per week
• Posting Period: 07-Oct-2026 to 21-Oct-2026

Job Description

Leading complex technology procurements end to end, from sourcing strategy through contract administration and close-out. The role sits between client divisions and service delivery within the Technology Services Division (TSD), acting as both a strategic advisor and an escalation point for procurement activities.

Major Responsibilities

• Implements detailed plans and recommends policies/procedures regarding program specific requirements.
• Supervises, motivates and trains assigned staff, ensuring effective teamwork, high standards of work quality and organizational performance, continuous learning and encourages innovation in others.
• Supervises the day-to-day operation of all assigned staff including the scheduling, assigning and reviewing of work. Authorizes and coordinates vacation and overtime requests. Monitors and evaluates staff performance, approves salary increments, hears grievances and recommends disciplinary action when necessary.
• Provides input into and administers assigned budget, ensuring that expenditures are controlled and maintained within approved budget limitations.
• Provides a tactical and strategic window into Technology Division services and liaises between client groups and service delivery organizations within the Technology Services Division (TSD).
• Assists in developing and maintaining the Division's Procurement & Contract Administration Framework, enhancing planning, tracking and reporting tools to accommodate technological advancements, automation and data-driven insights.
• Supervises and facilitates the annual client division IT planning process, to identify client IT priorities and timelines as part of the City's annual IT planning and updating of the corporate IT strategic plan.
• Supervises and facilitates the transition of feasible concepts into business cases and continues to support the client in the project inception and delivery stages, through ongoing management and sustainment.
• Monitors schedules proactively to ensure that deadlines are met consistently and anticipates, identifies and influences the resolution of issues.
• Identifies potential cross-division initiatives or similar business needs to facilitate collaboration in solution development or potential service integration across the City.
• Works with the Team Lead to develops and implements innovative procurement strategies to optimize sourcing processes, leverage technology advancements and drive continuous improvement in procurement practices.
• Provides strategic advisory support and expertise to stakeholders by coordinating and chairing procurement kick-off meetings, managing critical milestones on procurement project plans to ensure that timelines are met and that interdependencies are managed. Responds to in-market inquiries related to complex procurement projects, developing and coordinating complex addenda.
• Prepares and processes single/sole source (non-competitive) justifications.
• Leads and oversees complex technology implementations, ensuring alignment with business objectives and adherence to project timelines, budgetary constraints and high-quality standards.
• Supports the coordination and preparation of the City-wide annual Technology Procurement Plan submission, gathering information, analyzing data and aligning procurement strategies with organizational objectives.
• Assesses and recommends appropriate procurement methods by developing, establishing, implementing, negotiating, enforcing vendor guidelines, obligations and service levels agreements to TSD and client divisions.
• Prepares, reviews and administers procurement documents. Prepares, coordinates and administers commercial documentation for Request for Proposals (RFPs)/Request for Bids (RFBs), Negotiated Requests for Proposals (NRFPs), Requests for Information (RFIs), Notices of Intent (NOIs), Requests for Expressions of Interest (RFPQs), pre­-qualifications and contracts, incorporating technology-specific requirements and industry best practices.
• Leads the coordination, preparation and management of procurement documents by collaborating with Legal Services to review contracts and address all legal requirements to ensure procurement processes are conducted in a fair and transparent manner. Maintains purchasing records, electronic filing systems/databases and contact lists in a timely manner deposited into the Contract Administration/Management System.
• Supports the reporting of contract expenditures, liaises with divisional managers regarding forecasting and contract adjustments and leverages data analytics for proactive contract management.
• Reviews documentation, such as proposals, communications, reports and legal agreements, providing feedback to ensure adherence to procedures, RFP requirements, cybersecurity considerations and risk mitigation strategies.
• Conducts cost/benefit analysis on products to drive successful procurement outcomes in collaboration with enterprise and divisional stakeholder.
• Develops and maintains relationships with Purchasing & Materials Management Division (PMMD), Legal Services, vendors, contractors, consultants, municipal partners, Provincial/Federal Government and non-government agencies to support a smooth functioning of the technology procurement process, including negotiating favourable terms and conditions.
• Provides expertise in technology procurement and contract administration, working closely with PMMD's Strategic Sourcing & Category Management Team to align objectives and achieve efficiencies.
• Ensures compliance with City and provincial purchasing regulations and requirements, staying up to date ...