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 clear, 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 escalate.
• 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.

Our 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.

Here are some additional resources to learn more about League:

• Learn about our platform, leadership team and partners
• Highmark Health, Google Cloud, League: new digital front door to seamless care
• Former Providence President and Workday EVP of Corporate Strategy join League Board of Directors
• League raises $95 million USD in Series C to build world's leading healthcare CX platform
• Forbes x League: The Platformization Of Healthcare Is Here
• Fast Company x League: If we want better innovations in healthtech, we need more competition

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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