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.
The Role
As the Engineering Manager for AI Orchestration, you will lead the team responsible for building the "brain" of League’s AI platform. Your team builds the product layer that connects our users to our intelligence: handling conversation state, tool execution, and the logic that turns raw model outputs into meaningful healthcare experiences.
You are a pragmatic leader who understands that shipping AI products requires the discipline of software engineering combined with the flexibility of data science. You will manage a team of AI Engineers, software developers with a knack for AI, and data scientists with a passion for production code.
Beyond your direct reports, you will act as a delivery lead for the broader AI group, bringing structure, agile discipline, and operational excellence to ensure that our Model Training research synchronizes perfectly with our Product Engineering delivery
In this role, you will:
Team Leadership & Product Delivery
Agile Process & Cross-Functional Coordination
Architecture & Strategy
About You:
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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