VP of Enterprise Accounts – Healthcare Payer Sales

Drips Holdings, LLC; Wichita (KS); Remote; USD 150,000 - 200,000; Full time

Job summary

A leading company in healthcare technology seeks a VP of Enterprise Accounts to drive enterprise sales in the payer space. This role focuses on generating new opportunities, guiding them through the sales process, and engaging with C-Suite decision-makers. The ideal candidate will have substantial experience in healthcare sales and a proven track record of achieving quotas.

Benefits

Unlimited PTO

Competitive base + commission

High performance culture

Qualifications

• 5–10+ years of successful enterprise sales experience, preferably in healthcare.
• Track record of closing 6–7 figure multi-year deals.
• Strong executive presence and discipline in follow-through.

Responsibilities

• Own the full enterprise sales cycle from prospecting to closing.
• Lead complex multi-stakeholder sales focused on ROI.
• Build and maintain a high-velocity pipeline in target accounts.

Skills

Sales Strategy

Relationship Management

Negotiation

Communication

Market Dynamics Understanding

Payer Economics

Job description

Location: Remote | United States

Reports To: SVP of Sales

Type: Full Time | High Drive | High Impact| Quota-Carrying

About Drips:

Drips is a fast-growing, tech enabled managed service transforming how health plans engage their members at scale. Our member engagement solution drives measurable outcomes across the member journey, helping national, regional, and local health plans improve Stars, HEDIS, HOS, Medication Adherence, acquisition, and retention strategies. Our work in direct collaboration with our healthcare customers directly impacts quality scores, member experience, revenue protection, and operational and administrative expenses, making Drips an indispensable partner in today’s value-driven landscape.

Job Overview:
We are seeking a top-performing, VP of Enterprise Accounts with experience selling six-and seven-figure enterprise deals into the payer space. You are curious, operationally sharp, and commercially driven. You thrive in complex, consultative sales cycles and know how to navigate matrixed organizations to engage C-Suite and Senior Decision Makers across various lines of business: Medicare, Medicare Advantage, Medicaid, ACA, and Pharmacy.This is a hunter role - you’ll be responsible for generating net new opportunities, guiding them through a disciplined enterprise sales process, and closing deals that drive and deliver value for our customers. This is a unique opportunity to join a company solving some of healthcare’s most urgent challenges—with a product that delivers, a market that’s ready, and the backing of a leadership team that knows what it takes to deliver and win as a team.

What You’ll be Responsible For:

• Own full enterprise sales cycle ownership from prospecting to close for net-new payers.
• Lead complex, multi-stakeholder sales motions focused on ROI, outcomes, and long-term strategic value.
• Leverage your understanding and expertise of Stars, HEDIS, CAHPS, RAF, and adherence to position solutions that deliver impactful outcomes.
• Build and maintain a healthy, high-velocity pipeline within assigned target payer accounts.
• Develop relationships with C-Suite and VP-Level buyers across functional lines: Quality, Operations, Finance, Digital Strategy.
• Building, managing, and converting a 7-figure pipeline within assigned target payer accounts.
• Leading strategic deal orchestration and account planning across multi-stakeholder buying committees while collaborating with Drips Advisory Board and existing client leaders.
• Maintain high standards of CRM hygiene, account planning, and follow through.
• Partnering cross-functionally with marketing, product marketing, product, and client services teams to ensure alignment and execution.
• Executing on Drips Voice-of-Customer program and Client Objectives and Key results (OKRs).
• 75% - 80% Travel

What You Bring:

• 5–10+ years of successful enterprise sales experience in healthcare, preferably with health plans and digital health.
• Track record of quota achievement, and consistency.
• Proven ability to close 6 – to – 7 figure, multi-year deals.
• Deep understanding of payer economics and market dynamics, complexities, and decision-making structures.
• Command of the room - executive presence, strong communication, and disciplined follow-through.
• Embraces and contributes to high-performance culture, grounded in collaboration, accountability, discipline, integrity, and a high drive.
• Hunger to learn, curiosity to ask better questions, and the resilience to win in a fast-moving environment.

Why Join Us?:

• Category-defining company solving meaningful problems at scale
• Partner with leading health plans on initiatives that matter
• Enterprise sales with purpose
• High performance culture and value-driven teams
• Competitive base + commission
• Unlimited PTO