Remote opportunity at
DripsVP - Health Plan Sales Executive
Drips is seeking a VP - Health Plan Sales Executive to join its remote team as a quota-carrying, full-time employee reporting to the SVP of Sales.…
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About This Role
Drips is seeking a VP - Health Plan Sales Executive to join its remote team as a quota-carrying, full-time employee reporting to the SVP of Sales. As a fast-growing, tech-enabled managed service provider, Drips transforms how health plans scale member engagement to improve metrics such as Stars, HEDIS, HOS, and Medication Adherence. This role focuses on hunting for net-new business, navigating matrixed organizations, and closing six- and seven-figure enterprise agreements…
Job Description
Drips is seeking a VP - Health Plan Sales Executive to join its remote team as a quota-carrying, full-time employee reporting to the SVP of Sales. As a fast-growing, tech-enabled managed service provider, Drips transforms how health plans scale member engagement to improve metrics such as Stars, HEDIS, HOS, and Medication Adherence. This role focuses on hunting for net-new business, navigating matrixed organizations, and closing six- and seven-figure enterprise agreements across various payer lines including Medicare, Medicaid, ACA, and Pharmacy. The ideal candidate possesses an established network of senior health plan executives and excels in consultative, multi-stakeholder sales cycles. Responsibilities include activating personal relationships within the first 90 days, owning the full sales lifecycle from initial conversation to close, orchestrating strategic deals, and collaborating cross-functionally with internal teams. The position requires 40% to 50% travel for in-person executive meetings, lunches, and dinners at least every other week. Team members benefit from a territory aligned to their network, support from account managers who handle retention and renewals, a value-driven culture, competitive base plus commission compensation, and unlimited paid time off.
Responsibilities
- Activate a personal network of health plan executives within the first 90 days to generate meetings, dinners, and qualified opportunities
- Own the full enterprise sales cycle from initial executive conversation to contract close for net-new payers
- Lead complex, multi-stakeholder sales motions centered on return on investment, outcomes, and strategic value
- Position solutions leveraging expertise in Stars, HEDIS, CAHPS, RAF, and adherence
- Build, manage, and convert a seven-figure pipeline within assigned target payer accounts
- Engage with C-suite and VP-level buyers across functional areas including quality, operations, finance, and digital strategy
- Collaborate with the Drips Advisory Board and existing client leaders for strategic deal orchestration and account planning
- Maintain CRM hygiene, account planning standards, and follow-through
- Partner cross-functionally with marketing, product, and client services teams
- Travel 40% to 50% of the time for in-person executive meetings and events
Requirements
- 5 to 10+ years of successful enterprise sales experience in healthcare, preferably with health plans and digital health
- Established network of C-suite and VP-level health plan executives with direct access by phone or text
- Demonstrated track record of quota achievement, consistency, and closing seven-figure multi-year deals
- Deep understanding of payer economics, market dynamics, complexities, and decision-making structures
- Executive presence with strong communication, disciplined follow-up, and follow-through
Core Skills
Benefits
- Territory aligned to personal network
- Dedicated support team handling retention, renewals, and day-to-day account management
- Competitive base salary plus commission
- Unlimited paid time off
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
Is this job remote?
Yes, the posting specifies that the role is remote within the United States, though it requires 40% to 50% travel for in-person executive meetings.
What is the employment type?
This is a full-time, quota-carrying position reporting to the SVP of Sales.
What compensation is offered?
The position offers a competitive base salary plus commission, along with unlimited paid time off.
What travel is required for this role?
The role requires 40% to 50% travel, meaning you will be on the road at least every other week for in-person executive meetings, lunches, and dinners.
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