RVP, Enterprise Sales - Southeast

Sword Health, Inc.; Northern (KY); Hybrid; USD 162,000 - 311,000; Full time

Benefits offered by this job

Health insurance

401(k)

Remote-first company

Flexible working hours

Equity shares

Paid holidays

Discretionary PTO

Job summary

Sword Health, Inc. is seeking a Regional Vice President, Enterprise Sales Representative to lead the full sales cycle for Southeast enterprise employers, aligning HR benefits leaders with Sword’s AI-powered care platform.

You’ll drive partnerships, deliver ROI analyses, and coordinate cross-functional teams to close deals. You will build executive relationships, manage pipelines, and differentiate Sword with outcomes-based value.

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.

Responsibilities

• Own the full sales cycle for enterprise employers in the Southeast, from discovery through close including upsell opportunities.
• Build trusted relationships with HR, Benefits, and Total Rewards leaders at self-insured employers.
• Partner with brokers, consultants, and health plan partners to create referral pipelines and 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 ROI.
• Coordinate and deliver executive-level presentations, live demos, and ROI analyses with internal teams.
• Manage a healthy pipeline of opportunities and forecast against targets.
• Stay informed on competitive dynamics and position Sword in evaluations.
• Collaborate with Customer Success to ensure smooth implementations and long-term partnership success.

Skills

Enterprise sales

Consultative selling

CRM tooling

Stakeholder management

Travel readiness

Tools

CRM tools

Sales enablement platforms

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.

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 Southeast. 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.

AI Proficiency at Sword Health

AI fluency is a core expectation at Sword Health. 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.

What you'll be doing

• Own the full sales cycle for enterprise employers in the Southeast, 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 Southeast territory as needed

$162,258 - $310,977 a year

This range includes base, variable and equity.

These compensation bands are just the starting point. Once someone joins and proves they’re outlier talent, we adjust quickly to ensure their compensation aligns with their impact.

Our job titles may span more than one career level. Actual pay is determined by skills, qualifications, experience, location, market demand, and other factors. Compensation details listed in this posting reflect the base salary and any potential variable, bonus or sales incentives, and the Company’s estimation of the value of private company stock options, if applicable. The pay range is subject to change, future value of company stock options is not guaranteed, and compensation may be modified in the future. In addition to our total compensation, Sword offers a number of benefits as listed below.

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.