RVP, Enterprise Sales – Midwest Territory

Sword Health

Regional Vice President driving employer partnerships for Sword Health's AI-powered care platform. Focused on selling to enterprise organizations in the Northeast.

Posted 5/18/2026full-timeRemote • 🇺🇸 United StatesLead💰 $162,258 - $310,977 per yearWebsite

About the role

Key responsibilities & impact

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.

Requirements

What you’ll need

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.

Benefits

Comp & 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

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

consultative salespipeline managementforecastingROI analysisexecutive presentationshealthcare spend analysisbenefits strategyoutcomes-based pricingclaims-based ROI

Soft Skills

relationship buildingcommunicationorganizational skillscollaborationnegotiationproblem-solvingadaptabilitystrategic thinking