
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 Leagues 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 healthcares most trusted brands, including Highmark Health, Manulife, Medibank, and Shoppers Drug Mart.
As a Principal, Value Realization, you will own the moment of truth in League's customer relationships: turning the ROI commitments made during the sale into measured, defensible proof of impact. You will drive the end-to-end post-sales value lifecycle picking up pre-sales business cases at contract go-live, building the measurement frameworks that track delivery against committed KPIs, and producing the executive-ready ROI narratives that anchor renewals and unlock expansion.
This role sits at the intersection of business value and business development. You will work in lockstep with Account Management, Customer Delivery, Solution Engineering, and Product translating platform outcomes into customer-validated ROI evidence that closes the loop on what was promised, defends renewals, and creates the commercial foundation for expansion.
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 roles 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, youll 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.