League is one of the fastest-growing technology companies in Canada and the leading healthcare experience platform. That gap costs health plans and health systems money, and it costs people their health. Health plans and health systems trust us to do this at scale.

League is one of the fastest-growing technology companies in Canada and the leading healthcare experience platform. That gap costs health plans and health systems money, and it costs people their health. Health plans and health systems trust us to do this at scale.

League's digital health footprint is strategically scaling. Building on the proven success among our market-leading customers and partners in Canada and the US, our Go-to-Market team is expanding and seeking a Director, Platform Sales to help us achieve this next phase of growth. As a Director, Platform Sales, you will be a core part of the Go-to-Market team working across priority segments including public sector, healthcare providers, insurers, pharmacy retailers 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 our consumer experience platform sales. Working in collaboration with other parts of the Go-to-Market team (including Solution Engineering, Partnerships, Product Marketing), you will strategize, scope and design impactful customer partnerships that power the digital transformation of their consumer, member or patient experience. Focus on expanding League's footprint in Canada and building on the success of existing customer relationships.

Lead and own the end-to-end sales process for target platform strategic accounts including formulating sales strategy, driving revenue growth and developing new customer relationships. Leverage your own relationships to build pipeline,



and work in partnership with the Business Development and Marketing teams to run account-based marketing campaigns that lead to closed revenue and quota attainment. Successfully achieve and exceed budgeted sales objectives, and maintain sales forecast in an accurate and thorough manner.

Negotiate complex software and professional services agreements from initial stages through to completion. Work collaboratively with League Executives and Go-to-Market leaders to build the story and tailored materials for meetings with prospective accounts. Work with the Go-to-Market leadership team to create and improve sales processes and buyer journeys, especially in new industry verticals.

Ensure and monitor successful handoffs of accounts from the sales process and into customer strategy and delivery. Compliance with Information Security Policies Ensure access management is performed in compliance with the employee's role and responsibilities Responsibility and accountability for executing League's policies and procedures within the department/ team Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations 8+ years of experience in 'Platform as a Service' (PaaS) or 'Software as a Service' (SaaS), digital transformation and consumer & patient engagement sales within the Healthcare industry required ~ Previous experience in a consulting role focusing on digital health and consumer experience is a significant asset ~ Knowledge of the healthcare industry,



especially public healthcare services and provincial/territorial health plans ~ A history of successful quota attainment in a complex sales environment ~ Proficiency with Salesforce and sales acceleration tools ~ Bachelor's degree in Business or equivalent experience CANADA APPLICANTS ONLY: The Canada-specific compensation range below for this full time position is exclusive of bonus, equity and benefits. 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. 160,000—$200,000 CAD drafting, analysis, coding, research, or process automation) Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before use Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information Individual Contributors: Use AI to improve personal productivity and quality of output Senior ICs / Managers: Ability to balance efficiency with quality and sound judgment 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.

We have a mix of office-centric roles based in our vibrant Toronto office, and remote-eligible roles based anywhere in Canada or US. 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.

League may use Artificial Intelligence (AI) tools to assist in the screening of applicants for this position.

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📌 Sales director / director (Toronto)
🏢 League
📍 Toronto