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Home Flexible Job Board RVP, Enterprise Sales - Southwest

$162,258–310,977/yr 16d ago

RVP, Enterprise Sales - Southwest

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Sword

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Summary

The Regional Vice President will own the full sales cycle for enterprise employers in the Southwest, focusing on driving new partnerships and upsell opportunities. They will build relationships with HR and benefits leaders while coordinating with internal teams to deliver ROI analyses and clinical value propositions.

Job Description

At Sword, we’re building AI to heal billions and unlock humanity’s full potential. In doing so, we’re pioneering AI Care, a fundamentally new approach to healthcare built for medical reasoning, safety, and real-time treatment, not generic technology applied after the fact. As both a clinical-centric frontier AI lab and an applied AI platform, Sword is reimagining how care is delivered at scale, removing traditional barriers like appointments, waiting rooms, and stigma so more people can access the care they need—and ultimately get back to lives lived in full.

Since 2020, Sword has expanded across physical therapy, women’s health, cardiometabolic, and mental health, and is now moving beyond the session to a fully AI-native, 24/7 care program that brings physical activity, therapeutic exercise, psychotherapy, nutrition, and behavior change into one connected experience. More than 700,000 members across three continents have completed over 10 million AI sessions, helping 1,000+ enterprise clients avoid more than $1 billion in unnecessary healthcare costs. Backed by 42 clinical studies, 44+ patents, and more than $500 million raised from leading investors including Khosla Ventures, General Catalyst, and Founders Fund, Sword is defining a new standard for healthcare.

AI Proficiency at Sword

AI fluency is a core expectation at Sword. Every candidate is assessed against our three-level framework — be ready to share real examples of how AI is already part of how you work.

  • Explorer (Level 1) — Uses AI daily to boost personal productivity

  • Builder (Level 2) — Creates workflows and tools that elevate the whole team

  • Integrator (Level 3) — Embeds AI into products and processes at scale

Every hire must demonstrate at least Level 1. The expected level will vary depending on the seniority of the role.

Role

The Regional Vice President, Enterprise Sales Representative is responsible for driving new employer partnerships with enterprise organizations (1,000–10,000 employees) across the Southwest. 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 Southwest, 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 Southwest territory as needed.

*The range below reflects base, variable, and equity for this role.

This is a starting point, not a ceiling — once someone joins and proves they're outlier talent, we adjust quickly to make sure their compensation matches their impact.

Job titles may span more than one career level, so actual pay depends on skills, qualifications, experience, location, and market demand, among other factors. The range reflects base salary plus any variable, bonus, or sales incentives, and our estimate of the value of private company stock options where applicable. It's subject to change, and future stock value isn't guaranteed. Sword also offers additional benefits beyond total compensation.

Total Compensation Range$162,258—$310,977 USD 
 
Country-specific benefits may vary and will be detailed separately.
Sword Health 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.

About the company

Sword

For most of history, access to high-quality healthcare has been a privilege of circumstance. Sword exists to change that. As a frontier AI company, Sword builds the foundational models that healthcare needs, training them for clinical reasoning and safety. Its AI Care platform puts those models to work alongside licensed clinicians and care teams, treating more than 1 million patients directly across physical pain, women's health, mental health, and cardiometabolic care, and orchestrating care for millions more worldwide. Sword is trusted by more than 2,500 of the world’s most sophisticated organizations, including sovereign governments, the US military, and the largest Fortune 500 companies, delivering high-quality care and more than $1.5 billion in healthcare savings to date. Learn more at sword.com.

Founded

2015

Company size

501-1,000 employees

Industry

Hospitals and Health Care

Org type

Privately Held

Headquarters

New York, New York

Apply Now

About the company

Sword

For most of history, access to high-quality healthcare has been a privilege of circumstance. Sword exists to change that. As a frontier AI company, Sword builds the foundational models that healthcare needs, training them for clinical reasoning and safety. Its AI Care platform puts those models to work alongside licensed clinicians and care teams, treating more than 1 million patients directly across physical pain, women's health, mental health, and cardiometabolic care, and orchestrating care for millions more worldwide. Sword is trusted by more than 2,500 of the world’s most sophisticated organizations, including sovereign governments, the US military, and the largest Fortune 500 companies, delivering high-quality care and more than $1.5 billion in healthcare savings to date. Learn more at sword.com.

Founded

2015

Company size

501-1,000 employees

Industry

Hospitals and Health Care

Org type

Privately Held

Headquarters

New York, New York

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