Director, Platform Sales

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.

League’s 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.
• Create demand by leveraging healthcare industry expertise and what the priorities from C‑level executives are, uncovering business problems and matching them to our solution.
• 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.
• Proactively identify and communicate product needs of Powered by League prospects and industry verticals to executive and product leadership.
• Ensure and monitor successful handoffs of accounts from the sales process and into customer strategy and delivery.

• 8+ years of experience in ‘Platform as a Service’ (PaaS) or ‘Software as a Service’ (SaaS), digital transformation and/or consumer & patient engagement sales 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
• Ability to win the support of key C‑Suite stakeholders in large corporations
• Proficiency with Salesforce and sales acceleration tools
• Experience developing exceptional documentation for client presentations and webinars
• Bachelor's degree in Business or equivalent experience

• Total OTE for Sales Director (Canada):
  • Base Pay: $175K-$200K CAD
  • On‑Target Earnings: $350K-$400K CAD based on hitting commission targets
• Comprehensive
  
  Health Benefits:
  
  We prioritize your well‑being with complete medical, dental, and vision coverage
• Employee Stock Option Program: Become an owner and share in our success through our…