Vice President of AI Platform Engineering, League
CA$265-315k
More information about location
Consumer experience platform for healthcare
Be an early applicant
Consumer experience platform for healthcare
501-1000 employees
Be an early applicant
CA$265-315k
More information about location
501-1000 employees
Company mission
To power next-generation healthcare experiences with a platform built to enable CX transformation.
Role
Who you are
- 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
- We are looking for the best candidates for our open roles, but do not expect applicants to meet every qualification in order to be considered. If you are excited about what you could accomplish at League and believe you can add value to our team, we would love to hear from you
What the job involves
- 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
- The agentic platform: You 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
- The platform is the layer between the models and the member; how good it is determines how much intelligence League can actually deploy
- The developer surface: You 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
- Success is measured by how much agent functionality ships across League and across League's customers without going through your team
- The team: You 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
- The First Team: You 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
- Use AI tools as part of your daily workflow to enhance productivity, problem-solving, and decision-making (e.g., drafting, analysis, coding, research, or process automation)
- Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before use
- Continuously learn and adapt as new AI tools and capabilities emerge, incorporating them into your ways of working
- Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively
- Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information
- How this scales by level:
- Individual Contributors: Use AI to improve personal productivity and quality of output
- Senior ICs / Managers: Integrate AI into team workflows and improve processes
- Leaders: Drive AI adoption at the organizational level and shape how work is done across teams
- 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
Application process
- Applying to a role you love can be exhausting, and understanding the next steps can feel vague and uncertain. You have done the hard part of submitting your application; let's do ours by sharing potential next steps
- You should receive a confirmation email after submitting your application
- A recruiter (not a computer) reviews all applications at League
- If we see alignment with League's needs, a recruiter will reach out to learn more about your goals. The recruiter will also share the team-specific interview process depending on the roles you are exploring
- The final step is an offer, which we hope you will accept!
- Prior to joining us, we conduct reference and background checks. Additional checks could be required for US Candidates, depending on the role you are exploring
Our take
Health benefits are a top requirement for anyone seeking a new job in the US today, but classic one-size-fits-all plans are no longer regarded fit for service. League's platform - for payers, providers, consumer health businesses, and employees - connects all benefits in one HIPAA-compliant place, to enable all bodies involved with health benefits to provide better customer healthcare experiences.
League is already one of the bigger players in the employee wellness space, having capitalised on the recently accepted correlation between employee health and productivity to secure huge clients like Uber, Shopify and Unilever. The company has seen significant investment, which will support the scaling of its platform-as-a-service offering. With more than 63 million contracted users, it is securing its position as the leading digital infrastructure for an integrated health ecosystem.
Freddie
Company Specialist at Welcome to the Jungle
Insights
-4% employee growth in 12 months
Company
Funding (last 2 of 4 rounds)
Feb 2022
$95m
SERIES C
Jul 2018
$47.1m
SERIES B
Total funding: $171.1m
Company benefits
- Flexible medical and dental plans
- 401(k) and RRSP matching programs
- Health, lifestyle, learning and family spending accounts
- Employee stock option program (ESOP)
- Generous leaves (including parental and sabbatical)
- Flexible time off
Company HQ
Entertainment District, Toronto, ON
Leadership
Michael Serbinis
(Founder & CEO)Founder of DocSpace and Kobo. Experience as CEO for Three Angels Capital and Board Director for Vector Insitute, among other prominent business leadership roles.
Salary benchmarks
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