The Sales Executive is responsible for selling Healthcare.com's Autopilot solutions to telesales agencies and insurance distributors, driving revenue, managing leads, and coordinating cross-sell opportunities.
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.
Job Overview
Healthcare.com is seeking a highly-motivated Sales Executive – Marketplace Solutions to expand adoption of our Autopilot customer acquisition platform, built for health insurance & Medicare agency distributors. In particular, Autopilot serves telesales-focused health insurance agencies in ACA, Medicare Advantage, Medicare Supplement, and private under-65 health insurance lines - and delivers high-intent Healthcare.com shoppers to agencies through predictive matching, real-time decisioning, and branded, consent-driven handoffs that match consumer preferences with licensed agencies. This role is responsible for driving revenue through the sale of Healthcare.com’s customer acquisition solutions while identifying broader opportunities across our B2B distributor offerings, including Pivot Health proprietary insurance products, and other initiatives under the Healthcare.com umbrella.
This is a full-cycle sales role focused on consultative selling—not just product pitching—where success is measured both in closing new Marketplace/Autopilot business and in recognizing and coordinating cross-sell opportunities in collaboration with other Healthcare.com sales executives. The ideal candidate is a self-starter who thrives in a fast-paced, collaborative environment and has experience working with telesales agencies, health insurance distributors, or lead generation platforms.
Key Responsibilities
Full-Cycle Sales Execution
Own the sales process for Marketplace/Autopilot solutions: prospecting, qualification, discovery, presentations, and closing.
Manage inbound and referred leads while also driving outbound pipeline generation focused on telesales agencies and insurance distributors.
Present Autopilot capabilities, performance metrics, and pricing mechanisms in a clear and compelling way to partner decision-makers.
Coordinate with internal teams—including Partner Solutions—for smooth onboarding of new partners post-close.
Proactively identify opportunities for upsell or cross-functional deals across Pivot Health, Insurance Distribution, and other Healthcare.com business lines, engaging appropriate internal sales counterparts.
Attend relevant industry events, virtual conferences, and telesales agency roundtables to promote Healthcare.com’s offerings, build up the prospect pipeline, and close new business.
Team Collaboration & CRM Hygiene
Maintain CRM discipline: track activity, forecast pipeline, and document partner engagements and stage progression.
Share market feedback and insights with the Product and Marketing teams to refine value propositions and improve solution-market fit.
Collaborate closely with other sales executives and subject matter experts to bring a consultative, full-stack solution approach to partner needs.
Key Metrics & KPIs [Internal: Not part of public job posting]
Closed-won deals per quarter (Marketplace/Autopilot-specific)
Average deal size and partner lifetime value
Sales cycle duration for qualified opportunities
Lead-to-close conversion rate
Partner satisfaction scores post-onboarding
Qualifications
Required
5+ years in B2B sales with proven experience selling to telesales agencies or insurance distributors.
Demonstrated success in closing marketing or lead generation solutions (e.g., digital performance marketing, pay-per-lead programs, or customer acquisition platforms).
Strong presentation skills, particularly in selling to agency owners, heads of telesales, or marketing leaders.
Understanding of the telesales landscape within the individual and/or Medicare insurance markets.
Hands-on experience with CRM systems (e.g., Salesforce, HubSpot) and digital sales enablement tools.
Preferred
Knowledge of ACA, Medicare, or STM insurance products and how telesales agencies operate in these markets.
Experience in team-based selling environments where coordination across product lines and roles is key to success.
About Healthcare.com
Healthcare.com is a leading digital health platform that simplifies how people discover and purchase insurance. Our data-driven solutions span proprietary product lines (like Pivot Health), partner carrier distribution, and Autopilot—our AI-powered customer acquisition engine. By partnering with distributors, FMOs, IMOs, and telesales agencies, we help bring affordable, high-value insurance products to the millions who need them.
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
Top Skills
Hubspot
Salesforce
Similar Jobs
Productivity • Sales • Software
The Advanced Talent Acquisition Partner will manage the entire recruiting process for sales roles, collaborating with hiring managers and improving candidate experience.
Top Skills:
Applicant Tracking SystemsCandidate Management SystemsHr Databases
Artificial Intelligence • Healthtech • Machine Learning • Natural Language Processing • Biotech • Pharmaceutical
The Cardiovascular HSP increases sales and develops relationships through product promotion and strategic business management with healthcare providers.
Top Skills:
Analytics ReportsDigital ToolsVirtual Engagement Tools
Artificial Intelligence • Professional Services • Business Intelligence • Consulting • Cybersecurity • Generative AI
Manage and lead finance projects, optimizing financial processes, mentoring teams, and providing strategic insights while driving technology and innovation.
Top Skills:
AlteryxAWSAzureGCPPower BIPythonTableau
What you need to know about the Los Angeles Tech Scene
Los Angeles is a global leader in entertainment, so it’s no surprise that many of the biggest players in streaming, digital media and game development call the city home. But the city boasts plenty of non-entertainment innovation as well, with tech companies spanning verticals like AI, fintech, e-commerce and biotech. With major universities like Caltech, UCLA, USC and the nearby UC Irvine, the city has a steady supply of top-flight tech and engineering talent — not counting the graduates flocking to Los Angeles from across the world to enjoy its beaches, culture and year-round temperate climate.
Key Facts About Los Angeles Tech
- Number of Tech Workers: 375,800; 5.5% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Snap, Netflix, SpaceX, Disney, Google
- Key Industries: Artificial intelligence, adtech, media, software, game development
- Funding Landscape: $11.6 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Strong Ventures, Fifth Wall, Upfront Ventures, Mucker Capital, Kittyhawk Ventures
- Research Centers and Universities: California Institute of Technology, UCLA, University of Southern California, UC Irvine, Pepperdine, California Institute for Immunology and Immunotherapy, Center for Quantum Science and Engineering
