# Winter Street Ventures

Winter Street Ventures is a Venture Capital based in Boston, United States.

## Overview

- **Organization type:** Venture Capital
- **Headquarters:** Boston, United States
- **Region:** North America
- **Address:** 48 Charles Street, Unit 3, Boston, MA 02114
- **Founded:** 2016
- **Assets under management:** Undisclosed
- **Website:** www.winterstreetventures.com
- **LinkedIn:** https://www.linkedin.com/company/winter-street-ventures

## Regulatory record

- **Reports private funds:** No

## About

Winter Street Ventures is a US-based investment company that focuses on healthcare investments. The firm's founder, Chris Palmieri, has over 30 years of healthcare leadership experience. Winter Street Ventures has invested in several healthcare companies, including Cityblock Health, Lynx, and instED.

## Sectors

- Healthcare Services
- Digital Health
- Enterprise Software

## People

- Chris Palmieri — Founder and General Partner

## Questions

### Who runs investment decisions at Winter Street Ventures?

Chris Palmieri, the firm's Founder and General Partner, leads all investment decisions. He previously served as CEO of Commonwealth Care Alliance, a Massachusetts managed-care organization focused on dual-eligible populations. His operating experience in care delivery and health plan administration directly shapes the firm's investment thesis and diligence process.

### What is the relationship between Winter Street Ventures and Commonwealth Care Alliance?

Winter Street Ventures originally operated as the venture investment arm of Commonwealth Care Alliance under Chris Palmieri's leadership. When CareSource acquired CCA in 2025, Winter Street Ventures was separated and became an independent entity with Palmieri retaining full control. The firm no longer has a structural or financial tie to CCA or CareSource.

### What investment stages does Winter Street Ventures target?

The firm invests at the earliest stages — seed and startup rounds — across healthtech and healthcare services. Its strategy reflects a generalist venture approach applied entirely within healthcare, with an emphasis on companies that can navigate Medicaid, Medicare, and dual-eligible reimbursement environments. There is no disclosed interest in growth equity or buyout transactions.

### How does Chris Palmieri's operating background influence the firm's investment strategy?

Palmieri ran a health plan that managed full-risk capitation contracts for patients with complex medical and social needs. That experience gives him direct insight into the operational pain points and regulatory constraints that determine whether a healthtech startup can actually contract with payers. The firm's strategy is built around identifying founders whose solutions align with the economic realities of value-based care, rather than pursuing pure technology plays.

## Related profiles

- [Wintermute Ventures](https://altss.com/profile/wintermute-ventures)
- [Winthrop Square Capital](https://altss.com/profile/winthrop-square-capital)

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Last updated: 2026-07-10T13:13:58.000Z

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