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Account Executive - Canada 🇨🇦

Alan - Toronto, ON, Canada - In-office - posted 2026-09-16

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Alan is building the new standard in prevention insurance, integrating insurance, prevention, and care into a single digital platform. The company serves 1M+ members across 40K+ companies and has reached €800M+ in ARR, with 800+ employees across France, Spain, Belgium, and Canada. As an Account Executive in Canada, you will own full sales cycles from prospection through onboarding, primarily engaging with Founders, Heads of HR, and Heads of Finance. Your role involves understanding their pain points with incumbent insurers and demonstrating how Alan's 100% digital solution addresses critical gaps in the healthcare system. Key responsibilities include: - Building relationships through outbound prospecting, community events, conferences, and online content creation - Conducting discovery meetings to understand market challenges and customer needs - Sharing customer insights with the product team to inform development priorities - Collaborating with marketing on campaigns, events, sponsorships, and initiatives - Proactively generating leads and building market presence rather than waiting for inbound - Working from the Toronto office 4-5 days per week to drive collaboration and customer focus You'll work in a culture that values builders who write playbooks rather than follow them, ownership-driven action, strong written communication, and scrappy initiative. The role requires comfort with feedback and a coaching culture. Benefits include competitive base salary plus equity (grid level C0-D), no commission structure, LLQP license cost coverage, monthly TTC pass, RRSP matching, Alan healthcare benefits, free lunch in the King & Yonge office, flexible leave, dedicated coaching from day one, and extended parental leave. REQUIREMENTS: - 2 to 8 years as an Account Executive in B2B tech sales - Full fluency in English (required); French is a strong plus - Experience across all stages of the deal cycle (prospection through contracting) - LLQP (Life Licence Qualification Program) license required for the role (company covers cost) - Ability to work in-office 4-5 days per week Nice to have: - Faster progression from SDR/BDR to AE than peers - Track record of exceeding quotas - Experience at high-growth companies - Experience selling to HR or Finance leaders - Background in health or insurance - Ability to close deals in French - Comfort with feedback and coaching culture

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