Engineering Manager, League
AI Orchestration
CA$142.9-214.3k
+ Bonus + Equity
More information about location
4+ days a week in office
Consumer experience platform for healthcare
Be an early applicant
Consumer experience platform for healthcare
201-500 employees
Be an early applicant
CA$142.9-214.3k
+ Bonus + Equity
More information about location
4+ days a week in office
201-500 employees
Company mission
To power next-generation healthcare experiences with a platform built to enable CX transformation.
Role
Who you are
- 5+ years of experience building and shipping software applications
- Proven leadership experience with a track record of scaling teams and establishing engineering culture
- Strong process background: Demonstrated ability to implement agile methodologies and manage complex project lifecycles across multiple stakeholders
- Experience with state management and event-driven architectures is a strong plus, as these concepts map directly to AI Agent orchestration
- Familiarity with the AI landscape (LLMs, Agents) is preferred, but a strong Software Engineering foundation is required
What the job involves
- 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
- Manage and mentor a high-performing team of AI Engineers, fostering a culture of rapid iteration and shipping value
- Own the delivery of the AI Orchestration layer, including agent routing, conversation state management, and tool routing infrastructure
- Translate complex architectural visions into actionable sprints and tasks; ensure the team is focused on high-impact work that drives League’s AI strategy
- Conduct regular 1:1s, managing performance, career growth, and the unique cross-functional skill sets required for AI Engineering
- Establish and facilitate agile ceremonies (stand-ups, planning, retrospectives) not just for your team, but to coordinate dependencies across the wider AI organization, specifically connecting AI infrastructure and model training workflows
- Identify dependencies between the AI Models team (Data Science) and your team, ensuring that model capabilities are ready for integration when the application needs them
- Create and maintain the internal processes for technical planning and documentation, ensuring we move from "research" to "production" predictably
- Collaborate with the VP of AI Architecture to define the patterns for how agents interact with the League platform
- Leverage your background in building complex, stateful user applications to solve challenges in real-time agent interaction and user session management
- Identify headcount needs and drive recruiting to build a diverse team capable of navigating the intersection of LLMs and Software Engineering
- Compliance with Information Security Policies
- Compliance with League’s secure coding practice
- 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
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 capitalized 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, to position it 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
(CEO & Founder)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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