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Connie Health Grabs $40M Series B Round

Reported by Vcnewsdaily
Jun 23, 2026· 2 min read
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Key Takeaways
  • • Connie Health, an AI-native Medicare navigation platform, closed a $40 million Series B financing round led by HealthQuest Capital with participation from JSL Capital, Khosla Ventures, aMoon, and Pitango HealthTech, bringing total funding to $85 million.
  • • The company completed its 10th acquisition with the integration of Clearlink's Medicare business, demonstrating a scalable M&A playbook leveraging proprietary AI and automation technology.
  • • Connie Health operates a hybrid agent-technology model pairing local trusted agents with AI-enabled platform capabilities to simplify Medicare enrollment and ongoing coverage support for seniors.
  • • The Series B financing provides capital for accelerated M&A strategy and geographic expansion, positioning the company for sustained growth in the Medicare navigation market.
Summary
Connie Health announced the completion of a $40 million Series B financing round, marking a significant milestone for the Boston-based AI-native Medicare navigation platform. The round was led by HealthQuest Capital and included participation from JSL Capital, alongside existing backers Khosla Ventures, aMoon, and Pitango HealthTech. The new capital brings the company's cumulative funding to $85 million, substantially strengthening its balance sheet for future expansion and strategic acquisitions.

The financing coincides with Connie Health's completion of the Clearlink Medicare business acquisition and integration, representing the company's 10th completed acquisition to date. This milestone underscores a deliberate M&A strategy centered on leveraging the company's proprietary AI platform and intelligent automation capabilities to integrate and scale large books of business efficiently. By combining Clearlink's established Medicare agent network with Connie Health's technology infrastructure, the company demonstrates a repeatable model for consolidating fragmented Medicare advisory services.

Connie Health's platform pairs local, trusted insurance agents with AI-powered technology designed to simplify Medicare decision-making for seniors. The company's value proposition centers on delivering personalized, transparent, and human-centered guidance through its hybrid agent-technology approach. Rather than automating away human interaction, Connie augments local agents' capabilities with data-driven insights and workflow automation, addressing a critical gap in Medicare enrollment support for seniors navigating increasingly complex coverage options.

The Series B round and Clearlink integration signal investor confidence in Connie Health's thesis that Medicare advisory services remain fragmented and underserved despite the growing senior population. With strengthened financial capacity, the company is positioned to pursue additional transformative acquisitions and accelerate national expansion, capitalizing on the structural demand for simplified Medicare navigation services across the United States.

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Sources

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Vcnewsdaily Connie Health Grabs $40M Series B Round