[Hiring] Regional Vice President, Enterprise Sales @Sword

Role Description

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.

Qualifications

• 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.

Requirements

• 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.

Benefits

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