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// POSTED: May 3, 2026

Director, Sales and Account Management

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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 PaaS business, Powered by League, is rapidly scaling. Building on the proven success among our market-leading customers and partners including Medibank, Highmark Health, Google, Accenture, Manulife, and Shoppers Drug Mart - our Go-to-Market team is expanding and seeking a Director, Sales & Account Management to help us achieve this next phase of growth. 

As a Director, Sales & Account Management, you will be a core part of the Go-to-Market team working across priority segments including Private Health Insurers, Private Healthcare Providers, Public Sector Health Agencies, Retail Pharmacies, and Digital Health Innovators. You will be responsible for leading complex enterprise-scale business development and sales initiatives with prospects and carry a quota for Powered by League platform sales.  In addition, responsible for nurturing and growing existing client relationships, identifying new opportunities within these accounts, and ensuring the long-term success and satisfaction of League’s customers in Australasia.

Working in collaboration with other parts of the Go-to-Market team (including Solution Engineering, Partnerships and Product Marketing) as well as our Delivery & Product Management functions, you will identify, design, plan and deliver impactful customer partnerships that power the transformation of their digital consumer, member or patient experiences. 

In this role you will:

Security-Related Responsibilities

About you:

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.

Compensation range for Canada applicants only
$150,000$180,000 AUD
Our employees come from different backgrounds, and we celebrate those differences. We are looking for the best candidates for our open roles, but do not expect applicants to meet every qualification in order to be considered. If you are excited about what you could accomplish at League and believe you can add value to our team, we would love to hear from you.

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 are an individual in need of assistance at any time during our recruitment process, please contact us at [email protected].

Our Application Process:
 
Applying to a role you love can be exhausting, and understanding the next steps can feel vague and uncertain. You have done the hard part of submitting your application; let's do ours by sharing potential next steps
  • You should receive a confirmation email after submitting your application.
  • A recruiter (not a computer) reviews all applications at League.
  • If we see alignment with League's needs, a recruiter will reach out to learn more about your goals. The recruiter will also share the team-specific interview process depending on the roles you are exploring.
  • The final step is an offer, which we hope you will accept!
  • Prior to joining us, we conduct reference and background checks. Additional checks could be required for US Candidates, depending on the role you are exploring.
Here are some additional resources to learn more about League:

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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Use of AI Notice
We are committed to ensuring fairness and transparency throughout our hiring process. League may use Artificial Intelligence (AI) tools to assist in the screening of applicants for this position. Please check out our stance on using AI in recruitment here.
 
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