Principal Product Manager

6+ years in Product Management with a minimum of 3 years specifically in the US Payer or Health Insurance space.

Bachelor’s degree (or equivalent), preferred

Proven work experience in product management creating successful products

Proven ability to move an organization through architecting rather than individual output.

Experience working at a platform company or leading the implementation of complex platforms. You have deep experience in agile methodologies—leading agile release planning and demonstrating an iterative, incremental, and value-driven delivery.

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

As a

Principal Product Manager

, you are the strategic architect of a sophisticated, high-scale platform for our Member Portal Solution for payer customers.

You are directly responsible for accelerating our 2026 growth trajectory and long-term AI-native vision. While we operate a robust digital infrastructure, we are at a pivotal moment of evolution—leveraging our high-scale foundations to drive an AI-native experience that is proactive, personalized, and dynamic.

Your mission is to drive the successful hardening of our core digital product capabilities while leading this strategic shift. This role requires a high degree of fluency in the US Payer landscape, claims data, and benefits orchestration. You will leverage the voice of the customer and deep healthcare market insights to inform our data-backed roadmap that prioritizes long-term margin expansion, TAM growth, and member experience quality. You will provide the strategic leverage required to de-risk delivery, mitigate architectural gaps before they become fires, and influence the Executive team with high-quality logic and roadmap rigor.

In this role, you will:

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.

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