Offer summary

Qualifications:

Minimum 5 years of B2B sales experience, preferably with telesales agencies or insurance distributors., Proven success in selling marketing or lead generation solutions, such as customer acquisition platforms., Strong presentation skills targeting agency owners and marketing leaders., Hands-on experience with CRM systems like Salesforce or HubSpot..

Key responsibilities:

Manage the full sales cycle for Marketplace/Autopilot solutions, including prospecting, qualification, and closing.

Present product capabilities and pricing to decision-makers in partner organizations.

Coordinate onboarding of new partners and identify upsell opportunities across business lines.

Maintain CRM records and collaborate with internal teams to refine sales strategies.

Join Us!

HealthCare.com has become one of America’s fastestgrowing 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 OverviewHealthcare.com is seeking a highlymotivated Sales Executive – Marketplace Solutions to expand adoption of our Autopilot customer acquisition platform, built for health insurance & Medicare agency distributors. In particular, Autopilot serves telesalesfocused health insurance agencies in ACA, Medicare Advantage, Medicare Supplement, and private under65 health insurance lines and delivers highintent Healthcare.com shoppers to agencies through predictive matching, realtime decisioning, and branded, consentdriven 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 fullcycle sales role focused on consultative selling—not just product pitching—where success is measured both in closing new MarketplaceAutopilot business and in recognizing and coordinating crosssell opportunities in collaboration with other Healthcare.com sales executives. The ideal candidate is a selfstarter who thrives in a fastpaced, collaborative environment and has experience working with telesales agencies, health insurance distributors, or lead generation platforms.

Key ResponsibilitiesFullCycle Sales ExecutionOwn the sales process for MarketplaceAutopilot 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 decisionmakers.
Coordinate with internal teams—including Partner Solutions—for smooth onboarding of new partners postclose.
Proactively identify opportunities for upsell or crossfunctional 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 solutionmarket fit.
Collaborate closely with other sales executives and subject matter experts to bring a consultative, fullstack solution approach to partner needs.

Key Metrics & KPIs [Internal: Not part of public job posting]
Closedwon deals per quarter (MarketplaceAutopilotspecific)
Average deal size and partner lifetime value
Sales cycle duration for qualified opportunities
Leadtoclose conversion rate
Partner satisfaction scores postonboarding

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, payperlead 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 andor Medicare insurance markets.
Handson experience with CRM systems (e.g., Salesforce, HubSpot) and digital sales enablement tools.
PreferredKnowledge of ACA, Medicare, or STM insurance products and how telesales agencies operate in these markets.
Experience in teambased 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 datadriven solutions span proprietary product lines (like Pivot Health), partner carrier distribution, and Autopilot—our AIpowered customer acquisition engine. By partnering with distributors, FMOs, IMOs, and telesales agencies, we help bring affordable, highvalue 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.comcompanyhealthcarecom