- Own and evolve Caseware’s procurement strategy, operating model, and roadmap
- Lead complex, high-value sourcing initiatives from requirements and market analysis through vendor selection, negotiation, contracting, implementation, and supplier management
- Develop category and sourcing strategies balancing commercial value, service quality, operational requirements, risk, scalability, and business objectives
- Lead RFIs, RFPs, negotiations, vendor evaluations, and commercial assessments
- Build and manage a centralized contract and vendor repository
- Establish procurement data standards, controls, processes, and accountabilities
- Build processes and technology for contract intake, approvals, purchasing, renewals, amendments, terminations, and vendor lifecycle management
- Develop procurement automation and AI roadmaps
- Partner with Legal, IT, Information Security, Finance, and other stakeholders to integrate procurement processes and technology
- Build and own renewal management, SaaS license, subscription, and seat optimization programs
- Establish vendor lifecycle processes, scorecards, and performance management frameworks
- Build procurement analytics, dashboards, KPIs, executive reporting, and spend intelligence
- Own procurement governance, Delegation of Authority frameworks, policies, workflows, playbooks, templates, and controls
- Lead sophisticated commercial negotiations and advise leaders on supplier investments and procurement risk
- Support budgeting, forecasting, strategic planning, savings measurement, and cost avoidance
- Lead procurement transformation and continuous improvement initiatives
- Report to the General Counsel

Requirements

- 8-10 years of progressive experience in procurement, strategic sourcing, procurement operations, vendor management, or related disciplines
- Preferably experience within a global SaaS,



technology, or professional services organization
- Experience building or significantly transforming procurement capabilities, processes, governance, or operating models
- Significant experience leading complex, high-value commercial negotiations and strategic sourcing initiatives
- Deep understanding of technology procurement, SaaS licensing, software subscriptions, cloud services, professional services, and related commercial models
- Experience developing contract repositories, renewal management programs, procurement workflows, supplier management processes, or CLM/procurement technology
- Strong understanding of Delegation of Authority, procurement governance, financial controls, contract lifecycle management, and vendor risk management
- Ability to analyze spend, contractual commitments, licensing data, and supplier information and translate data into actionable business recommendations
- Experience developing procurement KPIs, dashboards, executive reporting, and spend analytics
- Strong commercial judgment, including demand management, license optimization, vendor consolidation, and total cost of ownership
- Ability to influence and advise senior leaders across Legal, Finance, IT, Information Security, and business functions
- Robust project and change management capabilities
- Advanced analytical and financial modelling skills
- Preferred: experience with procurement, spend management, vendor management,



or contract lifecycle management platforms
- Preferred: experience applying AI, automation, or advanced analytics to procurement or contract management processes
- Preferred: experience developing SaaS license and seat optimization programs
- Preferred: experience establishing procurement operations in a growing or transforming organization
- Preferred: experience supporting global procurement across multiple jurisdictions and business units
- Professional procurement certification such as SCMP, CPSM, CIPS, or equivalent is considered an asset

Core Competencies

Demonstrates expertise in procurement strategy, vendor management, and contract lifecycle management, with a strong focus on analytics, governance, and process optimization. Capable of leading complex negotiations and integrating procurement processes across various business functions.

Highest-signal resume keywords

- Procurement Strategy Development
- Complex Commercial Negotiations
- Contract Lifecycle Management
- Procurement Analytics and Reporting
- Vendor Management Processes

Hard Skills

- Strategic Sourcing
- Procurement Operations
- Spend Analysis
- Financial Modelling
- Contract Management
- SaaS Licensing
- Vendor Risk Management
- Procurement Automation
- Data Analytics
- Governance Frameworks

Soft Skills

- Influencing Senior Leaders
- Project Management
- Change Management
- Commercial Judgment
- Collaboration

Certifications & Qualifications

- SCMP
- CPSM
- CIPS

Industry Keywords

- Global SaaS
- Technology Procurement
- Professional Services
- Vendor Evaluation
- Renewal Management

Tools & Technologies

- Procurement Technology Platforms
- Contract Lifecycle Management Software
- Spend Management Tools
- Analytics Dashboards
- AI and Automation Tools

📌 Senior Manager, Procurement – Procurement Operations (Toronto)
🏢 Jobtailor
📍 Toronto