About this role.
League is building a flexible roster of licensed clinicians for remote, project-based contractor engagements supporting digital-health products. Clinicians will evaluate AI-generated health content, develop validation rubrics, review care pathways, and provide clinical subject-matter input. Candidates need an active Canadian or US clinical license, practical patient-care experience, strong scope-of-practice judgment, and reliable asynchronous work habits. The role emphasizes safe and responsible use of AI, evidence-based clinical review, and clear written feedback. Engagement volume may range from short one-off projects to recurring work cycles.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
4/5Pace & Pressure
3/5Autonomy Level
5/5Communication Load
4/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
Skills and capabilities most closely associated with this opportunity.
Sample interview questions
I would first identify the intended user, clinical context, and the response's stated purpose. I would assess factual accuracy, alignment with current standards of care, scope-of-practice boundaries, missing escalation guidance, and potentially harmful recommendations. I would document issues against a structured rubric and provide specific, actionable revisions.
I avoid filling gaps with assumptions and clearly identify the missing information. I would recommend appropriate next steps, such as seeking timely evaluation from a qualified clinician or using emergency services when red-flag symptoms may be present. In product feedback, I would flag the need for clarifying questions and safe escalation language.
In clinical practice, I use current guidelines, institutional protocols, and quality measures to inform care decisions. I can translate these standards into practical review criteria, while noting where guidance depends on patient-specific factors, local policy, or evolving evidence. I would apply the same disciplined approach to validating digital-health content.
I make feedback concise, structured, and tied to user impact and risk. I explain the clinical rationale in plain language, distinguish critical safety issues from opportunities for improvement, and offer concrete examples of safer wording or workflow changes. This helps non-clinical partners act on the feedback efficiently.
I use AI to support drafting, organization, and analysis, but I treat outputs as unverified until reviewed. I validate accuracy against reliable clinical sources, protect confidential information, monitor for bias or unsafe assumptions, and remain accountable for the final professional judgment.
About League
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.
Position Summary:
We’re building a network of experienced clinicians and experts to support a range of digital health projects. The through-line is clinical and expert judgment: the situational, real-world reasoning that shapes the reasoning of League’s products being safe and trustworthy. We are building a pipeline of clinicians to be pulled from our roster into project-centric engagements.
This is a great fit for clinicians who are looking for flexible, remote work — and who want their expertise to shape health-centric products that are built.
The kind of work that you might do:
Engagements vary, but could include:
- AI agent evaluation — supporting the development and validation of rubrics, reviewing AI-generated health responses against structured rubrics, flagging where guidance. oversteps scope or crosses into unsafe territory, providing written feedback on how agent responses can be improved for safety and utility.
- Subject-matter input — providing an expert perspective to the design of care pathways and other clinically-focused solutions that League is building.
- Clinical review — validating that League’s capabilities, programs, and content reflect current evidence and standards of care.
- Other projects as needed — from time to time, additional projects may come up that require subject-matter input and/or clinical review such as patient guides and other related medical information.
Who we’re looking for:
Required
- Active clinical license in good standing (e.g., RN, NP, MD, PharmD, or other licensed health professional)
- Based in and licensed to practice in Canada or the United States
- Meaningful hands-on patient care or applied clinical experience
- Strong command of scope-of-practice boundaries
- Reliable, detail-oriented, and dependable on deadline-driven async work
- Ability to access and operate within Google Workspace
Nice to have
- Prior experience with clinical validation of AI products, digital health experience development, clinical review of content, clinical governance experience
- Familiarity with healthcare performance quality frameworks (e.g., HEDIS, CMS quality measures)
- Genuine curiosity and interest about the role of AI in healthcare
Engagement Details:
- Fully remote and async-friendly
- Project-based, with everything from short one-off engagements to recurring cycles — steady, ongoing work available for clinicians who are a strong fit
- Flexible hours that work around your clinical practice or other commitments
- Structured onboarding and calibration so expectations are clear from the start
Please note: this is a contractor role that is engagement-centric.
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 recruitinginfo@league.com.
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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Use of AI Notice
We are committed to ensuring fairness and transparency throughout our hiring process. League may use Artificial Intelligence (AI) tools to assist in the screening of applicants for this position. Please check out our stance on using AI in recruitment here.
Privacy Policy
Review our Privacy Policy for information on how League is protecting personal data.
Annual salary information is not provided for this position. Explore salary ranges for similar roles in our Salary Directory ›
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