Posted:
6/30/2026, 7:38:08 AM
Location(s):
Toronto, Ontario, Canada ⋅ Ontario, Canada
Experience Level(s):
Mid Level ⋅ Senior
Field(s):
Product
Workplace Type:
Remote
Pay:
$75k–$90k/yr
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.
As a Software Delivery Project Manager, you are responsible for managing multiple concurrent projects to deliver solutions to customers. You will work closely with a Software Delivery Program Manager and a cross-functional team to create and execute end-to-end project plans, balancing schedule, quality, cost, and customer satisfaction.
You will proactively and strategically manage software delivery, from discovery through to successful customer adoption. You will manage dependencies, lead technical discussions, and drive action plans to resolve issues and mitigate risks. You will support clear communication on project status to all stakeholders, supported by clear KPIs.
You will act as a primary liaison between our cross-functional team and our customer, and build trusted relationships at all levels.
What You'll Do:
Security-Related Responsibilities
What you'll bring to the role
CANADA APPLICANTS ONLY: The Canada-specific compensation range below for this full-time position is exclusive of bonus, equity and benefits. This range reflects the minimum and maximum target for base salaries for the position across all Canadian locations. The salary range is intentional to account for the performance and career progressions a Leaguer will experience in the role throughout their time at League. Where in the band you may land is determined by job-related skills/experience. Your recruiter can share more about the specific salary range specific to your skills and experience during the hiring process.
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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Headquarter Location: Phoenix, Arizona, United States
Employee Count: 1-10
0IPO Status: Private
Industries: Sports
Visa Sponsorship: Sponsors work visas