Director, Platform and AI Sales at League League | Canada
Company/Recruiter: League League
Published on: 11:01 PM | Aug 15, 2026
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✦ AI Summary
League, a leading healthcare experience platform and one of Canada's fastest-growing tech companies, is seeking a dynamic Director, Platform and AI Sales to drive our strategic growth initiatives within Canada.
League, a leading healthcare experience platform and one of Canada's fastest-growing tech companies, is seeking a dynamic Director, Platform and AI Sales to drive our strategic growth initiatives within Canada. At League, we're revolutionizing how people access and manage their healthcare, ensuring they not only start their journey but complete it successfully. This pivotal role will be instrumental in expanding our market presence and championing our innovative platform and AI-driven solutions.
Job Overview
We are looking for a results-oriented sales leader with a deep understanding of enterprise software, cloud platforms, and AI technologies. The Director, Platform and AI Sales will be responsible for developing and executing sales strategies to acquire new clients and expand existing relationships, focusing on our core platform and advanced AI capabilities.Key Responsibilities
- Develop and execute comprehensive sales strategies for League's platform and AI solutions across the Canadian market.
- Drive revenue growth by identifying, pursuing, and closing new business opportunities with enterprise clients.
- Build and maintain strong relationships with key decision-makers within target organizations.
- Collaborate with marketing, product, and engineering teams to align sales efforts with market needs and product roadmaps.
- Provide expert insights into platform capabilities and AI applications to prospective and existing clients.
- Manage and mentor a high-performing sales team.
Requirements
- Proven track record of success in enterprise software sales, particularly in platform or SaaS solutions.
- Demonstrated experience selling AI or data-driven solutions.
- Strong understanding of the Canadian healthcare landscape or enterprise B2B sales cycles.
- Excellent negotiation, communication, and presentation skills.
- Bachelor's degree in Business, Technology, or a related field; MBA is a plus.
- Minimum of 7+ years of progressive sales leadership experience.
What We Offer
- Opportunity to join a rapidly growing, innovative Canadian technology company.
- A chance to make a significant impact on the future of healthcare experiences.
- Competitive compensation and benefits package.
- A collaborative and dynamic work environment.
- Opportunities for professional development and career advancement.