Job Description
Join Us!
HealthCare.com has become one of America’s fastest-growing insurtech companies, revolutionizing how consumers shop for health insurance. Leveraging advanced technology and data science, the company has developed customized proprietary products to better fit consumer requirements, enhance customer satisfaction, and take some of the guesswork and inefficiencies out of buying insurance.
The Opportunity: Revolutionizing Healthcare Acquisition
Healthcare.com operates a high-growth, technology-driven marketplace at the intersection of consumer intent and insurance distribution. We don’t just generate leads; we facilitate the most critical connection in the healthcare journey: matching high-intent consumers with the right Medicare and ACA solutions.
As our Sales Leader, you will be the primary architect of our revenue growth. This isn’t just a management role - it’s an invitation to leverage your deep industry ties and executive presence to scale a two-sided marketplace that empowers consumers and drives massive ROI for our partners. You will evangelize a data-driven model that prioritizes compliance, quality, and performance-based results.
Executive Impact & Key Responsibilities
1. Revenue Growth & Market Expansion
Scale the Ecosystem: Drive aggressive new revenue growth by securing high-value purchasing agreements with Medicare Advantage, Medicare Supplement, PDP, and ACA agency partners.
Negotiate Value: Structure and negotiate sophisticated performance contracts, including CPL (Cost Per Lead), CPA (Cost Per Acquisition), and inbound call-based models.
Identify New Verticals: Uncover and capture emerging distribution opportunities within the Medicare and ACA ecosystems to stay ahead of market shifts and enrollment cycles.
2. Relationship Management & Brand Advocacy
C-Suite Advisory: Build and maintain executive-level relationships with agencies, call centers, aggregators, and carriers. Act as a trusted advisor on lead strategy and growth optimization.
Evangelize the Marketplace: Clearly articulate the “Healthcare.com Edge,” including our proprietary consumer acquisition strategy, data-driven intent signals, and compliance-first marketing approach.
Market Leadership: Represent Healthcare.com at industry conferences, carrier events, and networking forums to maintain high visibility and credibility.
3. Sales Leadership & Operations
Strategic Execution: Develop and execute a comprehensive sales strategy aligned with company-wide growth targets and $100M+ revenue scales.
Mentorship & Growth: Build, mentor, and lead a high-performing sales team, fostering a culture of accountability, deal-making expertise, and continuous improvement.
••Cross-Functional Collaboration: Partner with Marketing, Compliance, and Operations to ensure our traffic converts into scalable, compliant enrollment opportunities for our partners.
Professional Qualifications - Required Experience
- 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.
Core Competencies
- 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.
Preferred Qualifications
- Experience working within a two-sided marketplace or lead-generation platform.
- Background in digital performance marketing and consumer journey optimization.
- Experience scaling sales operations driving revenue in the $50M–$250M+ range.
What Success Looks Like
- Rapid Revenue Expansion: Significant growth in monthly recurring revenue from both new and existing Medicare/ACA partners.
- Account Retention: High retention rates and increased “share of wallet” from top-performing agencies through performance transparency.
- Brand Authority: Establishment of Healthcare.com as the premium driver of distributor customer acquisition success within the national insurance ecosystem.
About Healthcare.com
Healthcare.com is a leader in the health insurance technology space. We provide consumers with the tools they need to make informed coverage decisions while driving scalable customer acquisition for our agency partners. We offer a fast-paced, collaborative environment where data drives decisions and innovation is rewarded.
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!
Get to Know Us!
https://www.healthcare.com/
linkedin.com/company/healthcare-com
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
