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Upside Raises $20.0M Series A

Recently funded · $20.0M Series aHospitals and Health CareUSView source

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Upside, a company focused on enabling housing stability and security for health plan members nationwide, has secured $20.0M in Series A funding. The "Housing for Health" provider offers scalable programs designed to meet specific member needs across various population types, aiming to improve health outcomes and reduce medical care costs for payers by addressing housing as a primary social driver of health.

The round drew investment from a syndicate including Aquiline, Flare Capital Partners, 645 Ventures, Freestyle Capital, Triple Impact Capital, and Techstars.

From the source

Peter · Jun 25, 2026

Today we're announcing Upside's $20M Series A, led by Aquiline and Flare Capital Partners, with continued support from 645 Ventures, Freestyle Capital, Triple Impact Capital, and Techstars.

This funding allows us to accelerate a mission that feels more urgent than ever: helping people find and maintain stable housing when housing instability is putting their health, well-being and future at risk. Over the past few years, we've had the privilege of partnering with leading health plans, employers, providers and community organizations across the country. We've seen firsthand that hous

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