Upside pairs dedicated Care Guides (licensed social workers and housing specialists) with an AI-supported housing orchestration platform and a proprietary affordable housing inventory database to identify, engage, and stabilize members. The company operates in 10 states and serves Medicaid, Medicare Advantage, D-SNP, commercial, and employer-sponsored populations. Upside reports 90%+ enrollment among referred members, more than half of members stabilized within 90 days, and up to 4x ROI within 12 months, alongside industry-leading member satisfaction. In the past 18 months it has secured partnerships with more than 17 national, state and regional health plans and is supporting four of the largest national payers. Upside plans to expand nationally, deepen its AI workflows for acuity stratification, housing matching, and case management, and scale Care Guide capacity and partner operations. Founded in 2020 and headquartered in Fort Lauderdale, FL, the company is positioning to grow across Medicaid, Medicare Advantage, and employer markets simultaneously.

Total raised

$22M

Funding rounds

2

Latest round

Series A

Latest activity

Jun 2026