Senior Product Manager

Join to apply for the Senior Product Manager (Canada) role at League About League Founded in 2014, League is the leading healthcare consumer experience (CX) platform, powered by artificial intelligence (AI). It reaches more than 63 million people worldwide and delivers 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 and powers the digital experiences for trusted brands such as Highmark Health, Manulife, Medibank, and Shoppers Drug Mart. Position Summary League’s platform enables our customers to offer highly engaging and personalized health experiences to their users. The Apps and Solutions (A&S) Senior Product Manager is a customer‑facing role that is instrumental in defining the long‑term strategy and roadmaps for some of the most complex applications powered by League. In this role you are responsible for building and maintaining strong relationships with client leaders and fellow PMs, ensuring a deep understanding of their priorities, smooth implementations and delivery of features, expert product solutioning, professional and timely client communication, and executing strong product judgment. Working with one or multiple customers or prospects, you may move from customer to customer as League grows. You will focus on solutions that leverage the broad range of capabilities in the League platform. When custom solutioning is required you will partner with design, engineering, strategy and product peers to create engaging, cohesive solutions that help people lead healthier, happier lives. You will closely track client metrics to monitor solution health and participate in organizational product reviews to lend expertise to other PMs’ solutions. In This Role, You Will Manage the roadmap for various A&S customers, identifying opportunities to create new capabilities or optimize existing ones. Develop the client relationship through offering, educating, and delivering League solutions, and promote the client’s vision and needs within League. Run product discovery, compile product requirements, and solicit engineering feedback to create solution definitions that are strategic and compelling. Serve as a subject‑matter expert on League platform capabilities, evangelizing the value of the platform to stakeholders. Proactively manage and prioritize the backlog of enhancements. Define requirements and value proposition of custom features and complex capability deployments. Monitor application performance and identify opportunities to create more value and exceed our goals. Partner with Customer Success to be the primary product‑management point of contact with our customer. About You 5+ years of Product Management experience. Digital Healthcare experience, with payer market experience preferred. Exceptional client‑management skills — ensuring requirements are accurately captured, communication is clear, and relationships are developed. Expert at balancing client requests with organizational goals. Expert‑level feature solutioning, soliciting internal stakeholder feedback. Experience working with large engineering teams of different types, including SI’s. Experience working at a platform company or implementing platforms. Agile expertise. Strong belief in tightening every feedback loop regarding the product (release often, release early, talk to customers, minimum viable product, etc.). Experience working with large corporate clients and communicating with corporate leaders. Strong client‑management skills — ensuring requirements are accurately captured and expectations properly managed. Excellent communication, presentation, interpersonal, and analytical skills. Demonstrated problem‑solving skills and business acumen required. Ability to quickly learn and gain proficiency in areas with limited experience. Passionate about Generative AI and its potential to accelerate product workflows and improve customer experience. Thrives in a fast‑paced environment where priorities rapidly shift and needs often compete. What We Offer Comprehensive Health Benefits: complete medical, dental, and vision coverage. Bonus Program: performance‑based bonus program. Employee Stock Option Program: share in our success through stock options. Unlimited Paid Time Off. Spending Accounts: tax‑advantaged accounts for healthcare and dependent care expenses. Wellness Days: dedicated wellness days throughout the year. Growth Opportunities: professional development and advancement. Mentorship Program: guidance and support from experienced leaders. Security‑Related Responsibilities Compliance with Information Security Policies. Compliance with League’s secure coding practice. Responsibility and accountability for executing League's policies and procedures. Notification of HR, Legal, Compliance & Security of any incidents, breaches, or policy violations. Compensation Range $125,800 – $157,300 CAD (Canada applicants only; exclusive of bonus, equity, and benefits) Equal Employment Opportunity 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 need assistance during our recruitment process, please contact Our Application Process You should receive a confirmation email after submitting your application. A recruiter (not a computer) reviews all applications. If we see alignment with League's needs, a recruiter will reach out to learn more about your goals and share the team‑specific interview process. The final step is an offer, which we hope you will accept. Prior to joining, we conduct reference and background checks. Additional checks may be required for U.S. candidates, depending on the role. Resources 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 the U.S. 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. Seniority Level Mid‑Senior level Employment Type Full‑time Job Function Product Management and Marketing Industries Technology, Information and Internet Richmond Hill, Ontario, Canada • 1 week ago Greater Toronto Area, Canada • 20 hours ago #J-18808-Ljbffr