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. Sword began by reinventing pain care with AI at its core, and has since expanded into women’s health, movement health, and more recently mental health. 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 www.swordhealth.com.
The Regional Vice President, Enterprise Sales Representative is responsible for driving new employer partnerships with enterprise organizations (1,000–10,000 employees) across the Northeast. This role focuses on selling Sword Health’s AI-powered care platform to benefits leaders by demonstrating measurable cost reduction, clinical outcomes, and high employee engagement.
You’ll be part of Sword’s Commercial Sales team, working cross-functionally with Business Development, Clinical, Consultant Relations, and Customer Success. The team is focused on helping employers reduce healthcare costs while delivering high-quality, outcomes-driven care to their workforce.
What you'll be doing:
- Own the full sales cycle for enterprise employers in the Northeast, from initial discovery through close including upsell opportunities with existing customers.
- Build trusted relationships with HR, Benefits, and Total Rewards leaders at self-insured employers.
- Partner closely with brokers, consultants, and health plan partners to create strong referral pipelines and facilitate contracting pathways.
- Lead discovery conversations to understand employer healthcare spend, MSK challenges, and benefits strategy.
- Articulate Sword’s differentiated value around clinical outcomes, outcomes-based pricing, and claims-based ROI.
- Coordinate and deliver executive-level presentations, live demos, and ROI analyses with internal clinical and health economics teams.
- Manage a healthy pipeline of opportunities and forecast accurately against quarterly and annual targets.
- Stay informed on competitive dynamics (e.g., Hinge, Omada) and position Sword effectively in competitive evaluations.
- Collaborate with Customer Success to ensure smooth implementations and long-term partnership success
What you need to have:
- 5+ years of experience selling into employers, preferably in healthcare, digital health, or employee benefits.
- Proven success managing complex, consultative sales cycles with HR and benefits decision-makers.
- Experience working with brokers, consultants, or health plan partners in the benefits ecosystem.
- Strong understanding of self-insured employer healthcare dynamics and cost drivers.
- Ability to clearly communicate clinical, financial, and ROI-based value to executive audiences.
- Comfort navigating competitive sales environments and differentiating on outcomes, not just features.
- Excellent organizational, pipeline management, and forecasting skills.
- Experience using CRM tools and sales enablement platforms.
- Ability to travel within the Northeast territory as needed
To ensure you feel good solving a big Human problem, we offer:
- A stimulating, fast-paced environment with lots of room for creativity.
- A bright future at a promising high-tech startup company.
- Career development and growth, with a competitive salary.
- The opportunity to work with a talented team and to add real value to an innovative solution with the potential to change the future of healthcare.
- A flexible environment where you can control your hours (remotely) with unlimited vacation.
- Access to our health and well-being program (digital therapist sessions).
- Remote or Hybrid work policy.
- To get to know more about our Tech Stack, check here.
US - Sword Benefits & Perks:
• Comprehensive health, dental and vision insurance*
• Life and AD&D Insurance*
• Financial advisory services*
• Supplemental Insurance Benefits (Accident, Hospital and Critical Illness)*
• Health Savings Account*
• Equity shares*
• Discretionary PTO plan*
• Parental leave*
• 401(k)
• Flexible working hours
• Remote-first company
• Paid company holidays
• Free digital therapist for you and your family
*Eligibility: Full-time employees regularly working 25+ hours per week
Note: Applicants must have a legal right to work in the United States, and immigration or work visa sponsorship will not be provided.
SWORD Health, which includes SWORD Health, Inc. and Sword Health Professionals (consisting of Sword Health Care Providers, P.A., SWORD Health Care Providers of NJ, P.C., SWORD Health Care Physical Therapy Providers of CA, P.C.*) complies with applicable Federal and State civil rights laws and does not discriminate on the basis of Age, Ancestry, Color, Citizenship, Gender, Gender expression, Gender identity, Gender information, Marital status, Medical condition, National origin, Physical or mental disability, Pregnancy, Race, Religion, Caste, Sexual orientation, and Veteran status.
