Company OverviewLeague is a leading Canadian healthcare AI company building the digital health experiences that make it easy for people to access, understand, and act on their health. Our platform powers personalized consumer, member, and patient experiences for some of the world's leading health insurers, providers, and pharmacy retailers, with a footprint that's scaling quickly across our core healthcare payor market and our fast-growing provider market in Canada and the USAs we continue to expand our team in Canada, our Go-to-Market team is growing to power this next phase of growth — and we're looking for a Director, Platform & AI Sales to help lead the wayAs a Director, Platform & AI Sales, you'll be a core part of the Go-to-Market team, working across priority segments including public sector payors and providers, private insurers, retail healthcare, and digital health innovators. You'll lead complex, enterprise-scale business development and sales initiatives, and carry a quota for League's AI-powered consumer experience platformWorking closely with other Go-to-Market functions — including Solution Engineering, Partnerships, and Product Marketing — you'll strategize, scope, and design impactful customer partnerships that power the digital transformation of the consumer, member, or patient experienceExpand League's footprint in Canada, building on the strength of existing customer relationshipsOwn the end-to-end sales process for target platform accounts — from sales strategy and pipeline development to closing revenue and growing customer relationshipsBuild pipeline using your own network, and partner with the Business Development and Marketing teams on account-based marketing campaigns that convert into closed revenue and quota attainmentMeet and exceed sales objectives, and maintain accurate,



up-to-date sales forecastsNegotiate complex software and professional services agreements from initial conversation through signatureCreate demand by pairing healthcare industry expertise with an understanding of C-level priorities — uncovering business problems and matching them to League's solutions, including our AI capabilitiesPartner with League executives and Go-to-Market leaders to build compelling narratives and tailored materials for meetings with prospective accountsHelp shape and improve sales processes and buyer journeys, especially in recent industry verticalsSurface product needs and feedback from Powered by League prospects and industry verticals to executive and product leadershipEnsure smooth account handoffs from the sales process into customer strategy and deliveryBenefitsFlexible medical and dental plans401(k) and RRSP matching programsHealth, lifestyle, learning and family spending accountsEmployee stock option program (ESOP)Flexible time offGenerous leaves (including parental and sabbatical)QualificationsA track record of consistent quota attainment in complex, enterprise sales environmentsProven experience selling AI-powered solutions8+ years of experience selling PaaS or SaaS solutions, with a focus on digital transformation and/or consumer and patient engagementExperience in a consulting role focused on digital health or consumer experience is a strong assetProficiency with Salesforce and sales acceleration/enablement toolsDeep knowledge of the healthcare industry, particularly public healthcare services and provincial/territorial health plansBachelor's degree in Business or equivalent experienceExperience creating polished documentation for client presentations and webinarsAbility to build trust and win support from C-suite stakeholders at large organizations #J-18808-Ljbffr

📌 Director Of Platform And Ai Sales (Riviere-des-Prairies—Pointe-aux-Trembles)
🏢 League
📍 Riviere-des-Prairies—Pointe-aux-Trembles