HealthCare.com

VP Sales – Medicare, ACA Marketplace

HealthCare.com

full-time

Posted on:

Location Type: Remote

Location: United States

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About the role

  • Drive aggressive new revenue growth by securing high-value purchasing agreements with Medicare Advantage, Medicare Supplement, PDP, and ACA agency partners.
  • Structure and negotiate sophisticated performance contracts, including CPL (Cost Per Lead), CPA (Cost Per Acquisition), and inbound call-based models.
  • Uncover and capture emerging distribution opportunities within the Medicare and ACA ecosystems to stay ahead of market shifts and enrollment cycles.
  • Build and maintain executive-level relationships with agencies, call centers, aggregators, and carriers.
  • Act as a trusted advisor on lead strategy and growth optimization.
  • Clearly articulate the "Healthcare.com Edge," including our proprietary consumer acquisition strategy, data-driven intent signals, and compliance-first marketing approach.
  • Represent Healthcare.com at industry conferences, carrier events, and networking forums to maintain high visibility and credibility.
  • Develop and execute a comprehensive sales strategy aligned with company-wide growth targets and $100M+ revenue scales.
  • Build, mentor, and lead a high-performing sales team, fostering a culture of accountability, deal-making expertise, and continuous improvement.
  • Partner with Marketing, Compliance, and Operations to ensure our traffic converts into scalable, compliant enrollment opportunities for our partners.

Requirements

  • Industry Tenure: 7–10+ years of sales leadership experience specifically within the Medicare and/or ACA markets.
  • Proven Track Record: Demonstrated success selling insurance leads, inbound calls, or performance marketing solutions (CPL/CPA models).
  • The "Rolodex": Extensive existing relationships with decision-makers at Medicare Advantage and ACA agencies, FMOs, and high-volume call centers.
  • Compliance Literacy: Strong understanding of CMS regulations, TCPA considerations, and healthcare marketing compliance standards.
  • Executive Presence: Exceptional negotiation skills with the ability to close complex, high-stakes deals with CEOs and high-level stakeholders.
  • Analytical Mindset: Comfortable reviewing performance metrics, ROI reporting, and data-driven business models to prove value to partners.
  • Strategic Agility: Ability to pivot between high-level strategy and hands-on deal execution without losing momentum.
  • Communication: Elite written and verbal communication skills; ability to explain complex marketplace dynamics simply and persuasively.
Benefits
  • Opportunity to work from home
  • Excellent work environment
  • Medical, dental, and vision insurance
  • Up to 15 days of paid time off
  • 11 company observed holidays
  • 8 weeks of paid parental leave
  • 401k plan with company match
  • Life insurance
  • Professional growth opportunity
  • Most importantly, an inclusive company culture established by an incredible team!
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
sales leadershipperformance contractsCPLCPAinsurance leadsperformance marketing solutionsROI reportingdata-driven business modelsnegotiation skillscompliance standards
Soft Skills
executive presenceanalytical mindsetstrategic agilitycommunication skillsrelationship buildingteam leadershipaccountabilitydeal-making expertisecontinuous improvementtrusted advisor