VP, AI Platform Engineering

League Inc.•Toronto, ON

7d•CA$265,000 - CA$315,000•Hybrid

About The Position

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.

Requirements

Proven experience building and operating AI systems in production at enterprise scale
Experience leading platform engineering teams that enable multiple product and engineering organizations
Strong track record building high-performing engineering cultures and developing senior technical talent
Deep understanding of AI platform architecture, infrastructure, scalability, reliability, and operational excellence
Pragmatic operator mindset with a focus on solving high-impact problems and shipping customer-ready solutions
Strong technical judgment with the ability to balance innovation, speed, and business value
Experience partnering cross-functionally across Product, Data, Infrastructure, Security, and Go-to-Market teams
Excellent communication and executive presence, with the ability to influence technical, customer, and executive audiences
Strong understanding of the modern AI ecosystem, including emerging platform, tooling, and deployment patterns
Track record of delivering measurable business and operational impact through AI and platform engineering initiatives
Demonstrated experience using AI tools in a practical, responsible way
Curiosity and openness to experimenting with new technologies
Ability to balance efficiency with quality and sound judgment
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

Responsibilities

Own the engineering of League's multi-agent orchestration runtime; the harness, framework, model-routing layer, and evaluation and guardrail infrastructure that runs every agent League ships.
Own the engineering of the platform that League's teams and League's customers use to build, simulate, configure, and evaluate agents; the SDK, tooling, simulation environment, and configuration surfaces that turn the agentic harness into a product the rest of League and the market build on.
Lead the engineers and managers who build the agentic platform. Building the bench is part of the work: this org will grow with the platform, and your hiring bar will set the ceiling for what we ship.
Sit on League's Data & AI leadership team alongside the leaders of AI Models, Data Platform, and AI Product, where the bets that decide League's healthcare AI strategy get made. The work runs both ways: shaping cross-cutting decisions on model strategy, evaluation methodology, and data contracts inside League, and carrying technical credibility into the conversations with customers and partners.