The AI platform built for healthcare consumer engagement
Toronto, Ontario
Founded in 2014, League is a platform technology company powering the next generation of healthcare consumer experiences. Payers, providers, and consumer health organizations build on League's healthcare experience platform to deliver personalized, high-engagement health experiences that close care gaps, reduce costs, and drive better outcomes. League's platform is built to meet the most stringent standards in healthcare, including HITRUST r2, SOC 2 Type II, HIPAA, PIPEDA, and GDPR compliance, with security, privacy, and AI guardrails built in by design. Millions of people use solutions powered by League to access, navigate, and manage their health every day. Learn more at league.com.
Hybrid
Design, build, and maintain scalable backend services and developer tools while leading technical architecture across pods. Partner with cross-functional teams to ensure platform reliability and mentor senior engineers to raise engineering standards.
Hybrid
You will own and evolve the design system, including component authoring, theming architecture, and ensuring parity between design and code. Additionally, you will build infrastructure to enable AI agents to utilize the design system effectively while maintaining cross-platform consistency.
On-site · Toronto
About League League is one of the fastest-growing technology companies in Canada and the leading healthcare experience platform. Getting healthcare is often the easy part — finishing it is where things fall apart: people book the appointment and skip the follow-up, fill the prescription and stop taking it, get the referral and never make the call. That gap costs health plans and health systems money, and it costs people their health. League closes that gap — identifying what each person needs to do next, clearing what’s in their way, and getting it done, for the 70 million+ people whose car…
Hybrid · Toronto
The Business Development Representative will research and prospect into assigned accounts to generate discovery meetings and early-stage pipeline. They will also deploy agentic outreach sequences and collaborate with Account Directors to advance qualification and account strategy.
Remote · Canada, United States
You will validate and grade AI-generated benefits guidance against accuracy and coverage standards to ensure trustworthy member support. Additionally, you will design and pressure-test scenarios to identify failure modes and provide subject-matter expertise on benefits, claims, and regulatory boundaries.
Hybrid
The Director of Platform and AI Sales will lead enterprise-scale business development and sales initiatives to expand League's footprint in the healthcare market. They will manage the end-to-end sales process, build strategic partnerships, and drive revenue growth for AI-powered platform solutions.
Hybrid · Toronto
The role involves end-to-end management of the flagship League CONNECT event and the design of year-round community programming for healthcare leaders. It requires coordinating digital strategy, managing vendors, and maintaining executive-level relationships to drive market credibility.
Hybrid · Toronto
Own and optimize the demand generation engine to drive qualified pipeline through integrated campaigns across digital channels. Manage the marketing tech stack and collaborate with Sales and Product Marketing to align on target accounts and messaging.
