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Account Executive

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Onsite

Account Executive

Alan

Account Executive

1 month ago

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Important information


Location:

Toronto, ON, Canada

Work mode:

Onsite

Published on:

23 September 2026

What they need


Who you are

  • 2 to 8 years as an AE in B2B tech sales
  • Full fluency in English required; French is a strong plus
  • Experience at all stages in the deal cycle (ex. prospection through contracting)
  • You’ve moved from SDR or BDR to AE faster than your peers
  • You’ve overachieved your quotas
  • Experience working at a high-growth company
  • Experience selling to HR or Finance leaders
  • Experience in either health or insurance
  • Experience winning deals in French
  • Comfortable with Feedback and a Coaching Culture
  • Builder: opening new markets or verticals excites you. Writing the playbook is more exciting to you than reading one
  • Ownership: you don’t sit back and wait, you go out and create value through action
  • Communication: love written communication & sweat the details
  • Initiative: you are OK to build your own decks, 1-pagers, and content. You don’t need a 100-person marketing team to make things happen
  • Outcomes focused: no-ego doer & scrappy; you want to put your name on something meaningful in healthcare
  • Thrive In-Person: our sales team works from the office 4-5 days a week - we believe proximity fuels collaboration and customer focus
  • If you're excited about this opportunity but don't check every box, we'd love to hear from you. Everyone, no matter how underrepresented, should feel free to apply as it can only bring learnings or success

What the job involves

  • As an Account Executive, you’ll be responsible for full sales cycles from prospection to onboarding
  • Most of your meetings will be with Founders, or Heads of HR or Finance
  • You’ll understand their pain with incumbent insurers and connect that to how a 100% digital solution can help close critical gaps in the health system
  • You’ll build relationships through outbound, hosting community events, attending conferences, writing content online & any other channel that increases your empathy and understanding of the market’s challenges
  • You’ll share what you hear from prospects & customers so we adapt our product to best serve their needs
  • You’ll work with marketing to build relevant campaigns, events, sponsorships and other initiatives
  • You won’t wait for leads - you’ll go create them through action
  • If you want to be handed a script & playbook on day one, Alan may not be the right fit for you. If you want to build with us, while we tackle these important challenges, you’re at the right place

Benefits

  • Fair rewards: Generous equity packages complement your base salary, for permanent contracts only
  • Flexible Office: Amazing office space at our HQ, sponsored co-working hubs or a full-remote experience with home office equipment sponsorship, we want you to live where you’re the happiest
  • All the tools you need: Top-of-the-range equipment: Macbook Pro, keyboard, laptop stand, monitor, and Bose noise-cancelling headphones
  • Flexible vacation policy and flexible working hours: Organise your time as you wish
  • Delightful healthcare insurance: Extremely comprehensive health insurance - 100% of the contribution covered by Alan for you and your family, for permanent contracts only
  • Transport: Country-specific commuter benefits
  • Learning & Training opportunities: A highly flexible Training policy free books and a budget to attend and speak at conferences if the opportunity arises
  • Parental leave: Extended parental leave for all new parents, for permanent contracts only

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