Manager - IT Procurement and Vendor Contracts

About League

Founded in 2014, League is the leading healthcare consumer experience (CX) platform, powered by artificial intelligence (AI), reaching more than 63 million people around the world and delivering the highest level of personalization in the industry. Payers, providers, and consumer health partners build on League's platform to deliver high-engagement healthcare solutions proven to improve health outcomes. League has raised over $285 million in venture capital funding to date, powering the digital experiences for some of healthcare's most trusted brands, including Highmark Health, Manulife, Medibank, and Shoppers Drug Mart.

Position Summary:

Reporting to the Director, Legal Operations and Corporate Affairs, this is a crucial, mid-level role that combines strategic procurement with hands-on contract management and supports legal operations. You will be instrumental in building and optimizing our processes, ensuring the company secures the best possible terms and value from its vendors.

The ideal candidate will have a strong understanding of negotiation tactics and key contract terms, plus exceptional analytical skills and the ability to work effectively in a fast-paced, dynamic environment with strong teamwork skills.

This is an in-office position based in our Toronto office.

What you will be doing:

• Manage the procurement process after vendor selection, handling negotiations, contract execution, and lifecycle management.
• Conduct initial light legal review of contractual documents, leveraging AI tools to assist in the review process. All work will be overseen by a supervising lawyer.
• Analyze data and trends to identify areas for improvement and develop action plans.
• Ensure timely and accurate processing of all vendor-related transactions.
• Act as a key negotiator with vendors, securing favorable terms and pricing to support company-wide objectives.
• Facilitate and manage the internal approval processes for contracts, coordinating with key stakeholders in finance, compliance, and legal.
• Drive budget vs. actual discussions for areas of the business with large vendor & contractor spend.
• Design and implement scalable processes and best practices for contract management and procurement across the organization.
• Serve as a trusted advisor to business units, providing proactive support and guidance on procurement strategies and contractual matters.
• Manage and optimize the company's contract lifecycle management (CLM) system, including leading implementation and ongoing maintenance.
• Collaborate with internal stakeholders to understand business needs and translate them into effective contractual and procurement solutions as well as ensure smooth vendor onboarding and management.
• Stay up-to-date on industry trends and best practices, identifying opportunities to improve vendor operations.
• Participate in special projects and initiatives as needed, including system upgrades and process improvements.
• Security-Related Responsibilities:
• Ensure access management is performed in compliance with the employee's role and responsibilities
• Responsibility and accountability for executing League's policies and procedures within the department/team
• Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations
• Compliance with Information Security Policies

What you will bring:

• Experience: A minimum of 4 years of experience in procurement and/or contract management specifically in SaaS industry.
• Skills: Proven expertise in negotiating and reviewing commercial contracts. A track record of success in putting new processes into place and driving efficiency.
• Attributes: You are a strong communicator and skilled negotiator who can build rapport and work collaboratively with internal teams and external vendors. You are proactive, detail-oriented, and comfortable working in a fast-paced environment.
• Technical: Experience launching or managing a CLM system (e.g., Linksquares) is a significant asset.
• Education: A law degree is not required, but a legal background or related training would be a valuable asset.
• Bonus Qualifications: Experience in legal operations and/or working with AI in a legal or contracting context is an asset.

Our employees come from different backgrounds, and we celebrate those differences. We are looking for the best candidates for our open roles, but do not expect applicants to meet every qualification in order to be considered. If you are excited about what you could accomplish at League and believe you can add value to our team, we would love to hear from you.

We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. If you are an individual in need of assistance at any time during our recruitment process, please contact us at

Our Application Process:

Applying to a role you love can be exhausting, and understanding the next steps can feel vague and uncertain. You have done the hard part of submitting your application; let's do ours by sharing potential next steps

• You should receive a confirmation email after submitting your application.
• A recruiter (not a computer) reviews all applications at League.
• If we see alignment with League's needs, a recruiter will reach out to learn more about your goals. The recruiter will also share the team-specific interview process depending on the roles you are exploring.
• The final step is an offer, which we hope you will accept
• Prior to joining us, we conduct reference and background checks. Additional checks could be required for US Candidates, depending on the role you are exploring.

Here are some additional resources to learn more about League:

• Learn about our platform, leadership team and partners
• Highmark Health, Google Cloud, League: new digital front door to seamless care
• Former Providence President and Workday EVP of Corporate Strategy join League Board of Directors
• League raises $95 million USD in Series C to build world's leading healthcare CX platform
• Forbes x League: The Platformization Of Healthcare Is Here
• Fast Company x League: If we want better innovations in healthtech, we need more competition

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