Account Executive - Enterprise

Company Overview

Sword Health is shifting healthcare from human‑first to AI‑first through its AI Care platform, making world‑class healthcare available anytime, anywhere, while significantly reducing costs for payers, self‑insured employers, national health systems, and other healthcare organizations. Since 2020, more than 700,000 members across three continents have completed 10 million AI sessions, helping Sword’s 1,000+ enterprise clients avoid over $1 billion in unnecessary healthcare costs.

Backed by 42 clinical studies and over 44 patents, Sword Health has raised more than $500 million from leading investors, including Khosla Ventures, General Catalyst, Transformation Capital, and Founders Fund. Learn more at

Sword Health partners with insurers, health systems, and employers across the U.S., Canada, Europe, and Australia to make high‑quality musculoskeletal care accessible to everyone. Our clients include some of the most forward‑thinking Fortune 100 and 500 companies globally.

• 100% remote work (work from home)
• Early‑stage opportunity to shape Sword’s Canadian operations during hyper‑growth
• Play a role in improving the Canadian healthcare system
• Stock options granted at hire

• Lead deals with employers or provincial health services in Canada, achieving company bookings and quotas
• Help shape Sword’s sales playbook and processes
• Meet or exceed quarterly and annual revenue targets
• Craft and communicate compelling value propositions for target partners
• Build and maintain a robust sales pipeline through personal prospecting and collaboration with channel teams
• Collaborate internally to complete deals and ensure long‑term account success
• Represent Sword at conferences and industry events

• Willing to travel ~30% depending on territory and sales cycle
• 7+ years of sales experience
• Proven track record of meeting or exceeding annual quotas for net new revenue
• Strong independent accountability with excellent follow‑up and follow‑through skills
• Experience in high‑growth startups
• Ability to clearly communicate value propositions and differentiators in competitive, fast‑paced environments
• Skilled at navigating complex deals with multiple stakeholders
• Ability to generate pipeline independently and through broker/consultant relationships
• Self‑driven, entrepreneurial, and results‑oriented
• Exceptional communicator with strong relationship‑building skills
• Proficient in Google Suite, , and relevant industry software

• 5+ years in digital health
• 5+ years managing consultant/broker relationships
• Established network of employer benefits leaders
• Established network of health plan decision‑makers
• Physiotherapy background or experience selling MSK solutions

$130,129 - $204,489 a year. This range includes base, variable and equity. Compensation can be adjusted based on performance and impact.

Sword Health complies with applicable Federal and State civil rights laws and does not discriminate on the basis Age, Ancestry, Color, Citizenship, Gender, Gender expression, Gender identity, National origin, Physical or mental disability, Pregnancy, Race, Caste, Sexual orientation, or Veteran status.