We're on a mission to become the world's most customer‐obsessed HR platform. Headquartered in Toronto, Canada, Borderless AI is a global payroll solution that leverages generative AI to automate and accelerate the onboarding, management, and payment of international team members, making it seamless to build and scale teams across borders. Borderless AI has raised over $35M in funding from leading investors including Susquehanna and Bernard Arnault (via Aglaé Ventures), and is proud to support industry leaders such as Telus, The Ritz‐Carlton, Mejuri, Ground News, and Dunlop.

With strategic partnerships across the HR ecosystem, including ADP, Workday, and Paychex, Borderless AI has achieved product‐market fit and is building a profitable, enduring company for the long term. We're hiring a Senior Account Executive to drive new business and expand our customer base. You'll manage the full sales cycle from prospecting to close, build strong client relationships, and consistently meet or exceed revenue targets.

The ideal candidate has a proven track record in B2B sales, strong communication skills, and a consultative selling approach. Own the full sales cycle from prospecting, qualification, and needs assessment to negotiation and closing. Build and maintain strong, long‐term relationships with recent and existing clients.





Identify and pursue new business opportunities to expand Borderless AI's customer base. Collaborate closely with Marketing, Customer Success, and Product teams to ensure a seamless client experience. Maintain accurate records of sales activities, pipeline updates, and forecast data in CRM systems. 5+ years of experience in B2B sales, preferably in SaaS, HR‐tech, or enterprise software. ~ Experience managing the full sales cycle, from prospecting to close. ~ Ability to build and maintain long‐term client relationships and act as a trusted advisor. ~ We're an early stage company and we love to collaborate in person 5 days a week in our Toronto HQ.

Customers are the heart of our business, we're obsessed with our customers, and that drives the bulk of our decisions. We'll grant you a lot of autonomy and trust, and back it up with meaningful empowerment and support. Employment decisions are based on merit and business needs, and not on race, colour, creed, age, sex, gender, sexual orientation, national origin, religion, marital status, medical condition, physical or mental disability, military service, pregnancy, childbirth and related medical conditions or any other classification protected by federal, state or provincial and local laws and ordinances.

Reasonable accommodation is available for qualified individuals with disabilities, upon request.

📌 Account Executive / Senior Account Executive - Medical (Toronto)
🏢 Borderless AI
📍 Toronto