VP Sales – Medicare, ACA Marketplace

Posted 45ds ago

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Sales Leader driving revenue growth in Medicare and ACA at Healthcare.com. Leading a technology-driven marketplace for consumer insurance solutions.

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.

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.

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!