League is one of the fastest-growing technology companies in Canada and the leading healthcare experience platform. Getting healthcare is often the easy part — finishing it is where things fall apart: people book the appointment and skip the follow-up, fill the prescription and stop taking it, get the referral and never make the call. That gap costs health plans and health systems money, and it costs people their health. League closes that gap — identifying what each person needs to do next, clearing what’s in their way, and getting it done, for the 70 million+ people whose care already runs through our platform. Health plans and health systems trust us to do this at scale. Organizations like Manulife, SCAN, Geisinger, and Medibank on the payer side, and Baptist and Shoppers Drug Mart on the provider side.

The Role (16 month Fixed Term)
In this role, you will apply your clinical expertise and judgment to the design of League’s platform across various solution areas to ensure that what we build is clinically-grounded and safe for members, and commercially credible for regulators and customers. Solution areas span Providers, AI Agents, Health Engagement, Member Portal, and other products.

You will contribute to initiatives such as clinical safety and governance, agentic capabilities, clinical design, and clinical review.

This role partners closely within Health Solutions, and cross-functionally with Solution Owners, User Research, Product Developers, Client Solutions, and Growth.

Key Responsibilities
Care Pathway Design & Outcomes

Design care pathways that drive clinical outcomes. Ground clinical design in high value actions, evidence-based practice, and patient engagement.

Evaluate and clinically validate capabilities, care pathways, programs, and content, ensuring they reflect current evidence and standards of care.

Offer a clinical point of view on and shape the direction of future solutions to ensure that what League builds can drive clinical outcomes for members/patients and provide value for customers.

Agentic Capabilities

Contribute to the development and maintenance of rubrics, conduct AI agent evaluations, and produce golden datasets used to govern agentic capabilities.

Review and grade AI-generated responses against structured rubrics; practice clinical judgment to flag where guidance oversteps scope, is inaccurate, or crosses into unsafe territory.

Provide expert feedback on how agent behavior can be improved for clinical safety and overall utility.

Partner with the AI evaluation team and freelance clinician SME pool on evals.

Clinical Governance and Regulation

Apply clinical governance standards for League's clinically-focused solutions and content.

Apply safety and accuracy standards for validating agentic solutions' input and output.

Work alongside the compliance and regulatory team to input clinical expertise

Strategy, Maintenance & Customer Delivery

Collaborate with colleagues on projects where clinical expertise and judgment is required for safety and credibility.

Provide ongoing cross-functional support and enablement for customer delivery needs and initiatives where Health Solutions domain expertise is required.

Work with Product Marketing, Growth, and Client Solutions to shape the clinical value and outcomes narrative for customer and prospect conversations.

What you bring:

Active clinical license required — e.g., Registered Nurse (RN), Nurse Practitioner (NP), Physician (MD/DO), or an equivalent regulated clinical credential.





5+ years of experience in clinical practice and direct patient care; experience in population health, care/case management, managed care, or chronic disease management is preferred.

Familiarity with quality measurement frameworks — CIHI, HEDIS, CMS Star Ratings, NCQA accreditation standards.

Experience working with regulatory bodies

Familiarity with how health systems work in various geographic regions — referral and care navigation pathways, and where patients typically get stuck moving between them.

Strong aptitude for translating complex medical/clinical information into explicit, patient-facing experiences.

AI proficiency – demonstrated fluency with AI tools (e.g., Claude, Gemini) for day-to-day tasks, research, strategy ideation, creation of assets, etc.

Possess a curious and proactive approach to AI– you have demonstrated the initiative to use it in your day-to-day work and stay current as tools evolve.

Experience in reviewing clinical content and AI-generated output for clinical accuracy, safety, and appropriate scope.

Experience or interest in building/maintaining evaluation rubrics, golden datasets, or QA frameworks for AI-generated content.

Fastidious attention to accuracy, with experience vetting sources for credibility.

Able to work independently in a dynamic, fast-paced, cross-functional organization.

Attributes

Clinical Judgment: Applies sound, evidence-based clinical reasoning to content, governance, and evaluation decisions, and knows when to escalated.

Systems Thinking: Sees how content, grounding data, and agent behavior connect, and designs for the platform rather than a single deliverable.

Cross-Functional Partnership: Can work fluently with Solution Owners, User Research, Product Developers, Client Solutions, and Growth.

Communication: Clear with stakeholders and internal partners alike; can explain clinical rationale to non-clinical audiences.

Organization and Documentation: Builds and uses internal processes to work independently and within a group.

Coaching & Feedback: Accepts feedback graciously and participates constructively in reviews.

Security-Related Responsibilities

Compliance with Information Security Policies

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

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.





Compensation range for Canada applicants only

$120,600 - $150,000 CAD

AI Fluency & Ways of Working
At League, we are an AI-native organization . We expect all employees regardless of role or level to thoughtfully leverage AI to improve the quality, speed, and impact of their work.

What this means in practice:

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

What we look for:

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

Our employees come from different backgrounds, and we celebrate those differences. 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.

We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status . If you are an individual in need of assistance at any time during our recruitment process, please contact us at [email protected] .

Here are some additional resources to learn more about League:

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.

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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📌 Clinical Lead, Health Solutions (Ontario)
🏢 League
📍 Ontario