VP Sales – Medicare, ACA Marketplace

🕒 March 3

🇺🇸 United States – Remote

⏰ Full Time

🔴 Lead

🤑 Sales

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HealthCare.com

WebsiteLinkedInAll Job Openings

201 - 500 employees

Founded 2014

⚕️ Healthcare Insurance

👥 B2C

💰 $31.5M Series C on 2022-02

Healthcare Insurance • Insurance • B2C

HealthCare. com is a privately-owned non-governmental website and subsidiary of Healthcare, Inc. The platform serves as a comprehensive resource for health insurance information, offering tools and resources to aid consumers in making informed healthcare decisions. With a broad range of products and services, HealthCare. com provides users with the option to enroll in insurance plans, save on prescription medications, and access a variety of healthcare-related advice and articles. It is trusted by over 5 million customers and aims to make healthcare decisions easier for individuals and families.

📋 Description

• 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!