RVP, Enterprise Sales - Northeast Territory

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.