Sales Executive

Summary

Join Healthcare.com, a rapidly growing insurtech company, as a Sales Executive – Marketplace Solutions! Expand the adoption of our Autopilot customer acquisition platform designed for health insurance and Medicare agency distributors. This full-cycle sales role involves consultative selling, focusing on closing new business and identifying cross-sell opportunities. You will manage the sales process, from prospecting to closing, and collaborate with internal teams for partner onboarding. The ideal candidate is a self-starter with experience in telesales agencies, health insurance distribution, or lead generation platforms. Success is measured by closing deals and recognizing cross-selling opportunities. This role requires strong presentation skills and experience with CRM systems.

Requirements

• 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

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

Preferred Qualifications

• 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

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