Upside Raises $20 Million in Series A Funding
Upside, a Fort Lauderdale-based company focused on providing housing support for Medicaid, Medicare, and employers, has successfully raised $20 million in a Series A funding round. The company, which aims to stabilize and house members who need it most, announced the new funding on June 25, 2026.
Investors and Leadership
The Series A round was led by Aquiline, a well-known investment firm. Other participants in the funding round included Flare Capital Partners, 645 Ventures, Freestyle Capital, Triple Impact Capital, and Techstars. The involvement of these investors highlights the growing interest and confidence in Upside's mission and business model.
Jake Rothstein, Founder and CEO of Upside, expressed his satisfaction with the successful funding round, stating that the investment will be instrumental in advancing the company's goals. Rothstein emphasized the importance of providing human-first housing support, particularly for vulnerable populations relying on Medicaid and Medicare.
Strategic Use of Funds
The newly acquired funds are expected to be utilized to enhance Upside's housing support services. While specific details on the allocation were not disclosed, it is anticipated that the investment will aid in expanding the company's reach and improving its service offerings. This could potentially include increasing the number of housing units available, upgrading technology to better serve members, and expanding partnerships with healthcare providers and employers.
Impact on the Community
Upside's approach to housing support is designed to address the needs of individuals who require stable housing as part of their healthcare plans. By providing tailored housing solutions, the company aims to improve overall health outcomes and reduce healthcare costs for its clients.
This funding round is expected to bolster Upside's ability to serve more individuals in need and enhance its impact on the communities it operates in. With the backing of prominent investors, Upside is well-positioned to further its mission of providing essential housing support to those who need it most.
Looking Forward
As Upside continues to grow, it remains committed to its mission of offering human-first housing solutions. The successful Series A funding round marks a significant milestone for the company and sets the stage for future growth and innovation in the housing support sector.