Job Specifications
About League
Founded in 2014, League is the leading healthcare consumer experience (CX) platform, powered by artificial intelligence (AI), reaching more than 63 million people around the world and delivering the highest level of personalization in the industry. Payers, providers, and consumer health partners build on League’s platform to deliver high-engagement healthcare solutions proven to improve health outcomes. League has raised over $285 million in venture capital funding to date, powering the digital experiences for some of healthcare’s most trusted brands, including Highmark Health, Manulife, Medibank, and Shoppers Drug Mart.
Position Summary
League’s platform enables organizations to deliver highly engaging, personalized digital healthcare experiences. As a Principal Product Manager in the Client Solutions organization, you will play a critical role in shaping, delivering, and evolving client-facing digital health solutions built on League’s platform.
This role is designed for a senior, externally facing product leader who combines deep product management expertise with a strong understanding of the digital healthcare ecosystem. You will partner closely with clients, customer strategy teams, engineering, design, and platform product teams to translate complex healthcare needs into scalable, high-impact product solutions.
You will be accountable for defining product strategy and roadmaps for client solutions, leading discovery and delivery of custom and configurable capabilities, and ensuring successful outcomes for external healthcare clients operating in regulated, complex environments.
In This Role, You Will
Product Strategy & Roadmap
Own and evolve the product strategy and roadmap for client-facing digital health solutions built on the League platform
Identify opportunities to deliver differentiated value through new capabilities, integrations, and optimizations
Balance client-specific needs with platform scalability and long-term product vision
Clearly articulate product direction, priorities, and trade-offs to internal and external stakeholders
Client-Facing Product Leadership
Serve as the primary product management partner for external clients
Lead product discovery with client stakeholders to deeply understand business goals, user needs, and healthcare workflows
Translate client requirements into clear product requirements, value propositions, and success metrics
Manage expectations and ensure alignment across clients, internal teams, and leadership
Spend meaningful time working directly with clients (including occasional on-site engagement)
Delivery & Execution
Own and prioritize the product backlog for client solutions, ensuring focus on highest-impact outcomes
Partner with engineering, design, and delivery teams to drive execution through agile practices
Actively participate in agile ceremonies, release planning, and iterative delivery
Monitor product performance and client outcomes, using data and feedback to drive continuous improvement
Cross-Functional Collaboration
Work closely with Customer Success, Sales, and Implementation teams to support successful client onboarding and ongoing value realization
Collaborate with platform product teams to influence shared capabilities and platform evolution
Act as a thought leader for digital healthcare product best practices within the organization
About You
8+ years of experience in Product Management or digital product delivery, with at least 3–5 years in senior or principal-level roles
Demonstrated experience delivering digital healthcare products (e.g., health platforms, care navigation, benefits, provider tools, health data, or regulated consumer health solutions)
Expert in modern product management practices, including discovery, roadmap development, and outcome-driven delivery
Working knowledge of native/cross-platform mobile development frameworks and Web front-end frameworks (React, Angular, etc.)
Proficient in measuring product performance, and experience working with product analytics tools (Pendo, Amplitude) and business intelligence platforms (Looker)
Strong agile practitioner with experience leading iterative, value-driven delivery
Exceptional communication, presentation, and stakeholder management skills
Ability to influence without authority and lead through collaboration
Confident engaging with senior client stakeholders and internal leadership
Experience conducting A/B testing and designing experiments to evaluate solution performance and quantifiable behaviour change an asset
What We Offer
Comprehensive Health Benefits: We prioritize your well-being with complete medical, dental, and vision coverage
Bonus Program: Be rewarded for your contributions with our performance-based bonus program
Employee Stock Option Program: Become an owner and share in our success through our stock option program
Unlimited Paid Time Off: Take the time you need to recharge and maintain a healthy work-life balance
Spending Accounts:
About the Company
Founded in 2014, League is a platform technology company powering next-generation healthcare consumer experiences. Payers, providers, consumer health partners and employers build on League’s platform to deliver high-engagement, personalized healthcare experiences consumers love. Millions of people use solutions powered by League to access, navigate and pay for care.
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