Winter Street Ventures

Winter Street Ventures is a Boston-based venture capital firm and healthcare innovation accelerator, founded in 2016 by Chris Palmieri. The firm focuses on investing in tech-enabled healthcare companies that leverage artificial intelligence and predictive analytics to enhance the effectiveness and efficiency of healthcare delivery, aiming to improve patient experiences and outcomes. In April 2025, following the acquisition of Commonwealth Care Alliance (CCA) by CareSource, Winter Street Ventures became an independent entity, with Palmieri serving as the founder and General Partner.

The firm's investment strategy centers on early-stage companies operating at the intersection of healthcare services, technology, and data. Winter Street Ventures seeks to partner with entrepreneurs developing transformative, scalable solutions that address real-world challenges in the healthcare sector. The firm has a history of successful investments, including a tech-enabled provider of healthcare and social services to low-income populations, which achieved a realized return on invested capital of 55.1x. Other notable investments include an API-connected fintech-as-a-service platform for healthcare infrastructure and a SaaS data management platform for risk adjustment.

Winter Street Ventures is committed to fostering innovation in healthcare by supporting companies that drive measurable improvements for patients and providers. The firm's leadership, under Palmieri's guidance, combines extensive healthcare industry experience with a focus on technological advancements to reshape healthcare delivery. By leveraging strategic relationships and a deep understanding of the healthcare ecosystem, Winter Street Ventures aims to identify and support companies that are poised to make a significant impact in the industry.