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League Inc
Application instructions are available to Premium subscribers.
Role is senior engineering leadership building an AI platform and agentic orchestration runtime for a healthcare consumer experience platform (deploying healthcare-native models, tooling, evaluation, and guardrails) — core digital health/healthcare software work.
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
League is building the agentic platform for healthcare: the harness, orchestration, and runtime that turn frontier and healthcare-native models into deployed intelligence inside member-facing care experiences. This is the layer that sits between the models and the member; the one that decides what an agent can do, what it can't, how it composes with other agents, and how its work shows up in the product.
We're looking for a VP, AI Platform Engineering to lead the team that builds it. This role leads engineering for League's agentic platform — the multi-agent orchestration runtime, agent harness, evaluation and guardrail infrastructure, and the developer surface that other teams at League use to ship domain agents into production.
It is a peer to the AI Models leadership that owns the intelligence layer (Generalized Healthcare Intelligence: League's portfolio of healthcare-native SLMs), the Data Platform leadership that owns the data substrate, and the AI Product leadership that owns the consumer-grade agentic experience. Together these functions form the Data & AI First Team that owns League's bet on healthcare AI end-to-end.
What you bring:
Security-related Responsibilities
CANADA APPLICANTS ONLY: The Canada-specific compensation range below for this full-time position is exclusive of bonus, equity and benefits. This range reflects the minimum and maximum target for base salaries for the position across all Canadian locations. The salary range is intentional to account for the performance and career progressions a Leaguer will experience in the role throughout their time at League. Where in the band you may land is determined by job-related skills/experience. Your recruiter can share more about the specific salary range specific to your skills and experience during the hiring process.
Work Location:
We have a mix of office-centric roles based in our vibrant Toronto office, and remote-eligible roles based anywhere in Canada or US. Each job posting will indicate where the role will be based. Regardless of the role’s posted location, all Toronto-area Leaguers (living within 65 km of our downtown HQ) collaborate in-office Monday through Thursday. Depending on your distance to the office, you’ll enjoy 10 or 20 Flexible Remote Days each quarter for focus and deep-work time. We are committed to fostering a meaningful work environment and connections for all Leaguers regardless of location.
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