Senior Manager, Procurement

Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36,000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles

Caseware is seeking a Senior Manager, Procurement & Procurement Operations to own, lead, and continue building our global procurement function and operating model. Reporting to the General Counsel, this role will own the development, execution, and continuous improvement of Caseware's procurement strategy, infrastructure, governance, technology, and supplier management practices. This is a hands‑on leadership role for an experienced procurement professional who can both build the function and lead complex, strategic procurement initiatives.

The Senior Manager will establish scalable procurement capabilities across the organization, including the contract and vendor repository, renewal management, software license and seat management, procurement analytics and reporting, Delegation of Authority (DOA) frameworks, purchasing workflows, and procurement policies and controls. A key mandate will be to modernize and automate procurement operations, including identifying opportunities to leverage AI, workflow automation, data, and procurement technology to improve visibility, decision‑making, efficiency, compliance, and the employee experience.

The successful candidate will bring strong commercial judgment, experience negotiating complex technology and professional services agreements, and demonstrated experience building procurement processes and infrastructure within a growing global technology or SaaS organization.

This is a full-time, permanent position.

This is a new role.

Location: This is a hybrid role, requiring the successful candidate to work 3 days a week in our Toronto office located at 351 King Street East, Toronto, Ontario

Procurement Strategy & Strategic Sourcing

• Own and evolve Caseware's procurement strategy, operating model, and roadmap, ensuring procurement capabilities scale with the organization.
• Lead complex, high-value and strategically important sourcing initiatives from business requirements and market analysis through vendor selection, negotiation, contracting, implementation, and ongoing supplier management.
• Develop category and sourcing strategies that balance commercial value, service quality, operational requirements, risk, scalability, and business objectives.
• Lead competitive sourcing processes, including RFIs, RFPs, negotiations, vendor evaluations, and commercial assessments.
• Partner with senior business leaders to challenge requirements, evaluate alternatives, and develop procurement strategies aligned with organizational priorities.
• Identify and execute opportunities to consolidate vendors, rationalize technology and services, standardize purchasing practices, and reduce total cost of ownership.
• Develop strategic supplier management practices for Caseware's most critical and highest-spend vendors.

Procurement Infrastructure, Technology & AI

• Own the design and build-out of Caseware's centralized contract and vendor repository, creating a reliable source of truth for vendor, contract, commercial, renewal, licensing, and ownership information.
• Establish the data standards, controls, processes, and accountabilities required to maintain accurate and complete procurement and contract information.
• Build scalable processes and technology for contract intake, approvals, purchasing, renewals, amendments, terminations, and vendor lifecycle management.
• Evaluate, implement, and optimize procurement, contract lifecycle management (CLM), spend management, and related technologies.
• Develop and execute a procurement automation and AI roadmap, identifying opportunities to use AI and automation to streamline contract and vendor data capture, sourcing activities, renewal management, spend classification, analytics, reporting, and procurement workflows.
• Partner with Legal, IT, Information Security, Finance, and other stakeholders to integrate procurement processes and technology into broader enterprise workflows and systems.
• Continuously evaluate emerging procurement technologies and AI capabilities and develop business cases for investments that improve efficiency, controls, insight, and scalability.

Renewal, License & Vendor Lifecycle Management

• Build and own a centralized renewal management program providing forward‑looking visibility into upcoming renewals, commercial commitments, notice periods, pricing changes, and business decisions.
• Establish proactive renewal planning processes th