Account Executive – Canada

About the role

Alan is looking for an Account Executive to own the full sales cycle for its digital prevention‑insurance solution in Canada. You will work directly with founders, HR and finance leaders to demonstrate how a 100 % digital offering can close critical gaps in the health system.

Key responsibilities

• Prospect, qualify and close new enterprise accounts across Canada.
• Conduct discovery meetings with founders, HR heads and finance directors to understand pain points with incumbent insurers.
• Build relationships through outbound outreach, community events, conferences and online content.
• Gather market feedback and relay insights to product and marketing teams.
• Collaborate with marketing to design campaigns, events and sponsorships that generate qualified leads.

Required profile

• 2–8 years of experience as an Account Executive in B2B tech sales.
• Full fluency in English; French is a strong plus.
• Proven track record of managing the entire sales cycle from prospecting to contract signing.
• Experience selling to HR or finance leaders in high‑growth environments.
• Self‑starter attitude – you create opportunities rather than waiting for leads.

Required skills

What we offer

• Opportunity to shape a fast‑growing, mission‑driven company in the health‑tech space.
• Collaborative culture with 800+ teammates across multiple countries.
• Access to a large enterprise client base and a product that integrates insurance, prevention and care.