Private investment firm backing services companies
Carroll Street Capital
- HeadquartersNew York, NY S1
- Websitecarrollstreet.com
- Last verifiedNovember 6, 2026
At a glance
| Latest fund | Carroll Street Capital Investments I LP, $25.3M S4 |
|---|---|
| Deal types | Growth, Add-on S2 |
| Sectors | Healthcare Services, Insurance Brokerage |
What Carroll Street Capital buys
Carroll Street Capital is a small New York private investment firm led by managing partner Jay Caloras, who earlier worked at MHR Fund Management and Bain Capital. It backs established services companies in three areas: healthcare services (payor operations, third-party administrators, care management, revenue cycle), business and insurance services (brokerage and MGA platforms, claims and policy work) and consumer services (multi-unit brands and tech-enabled commerce). It looks for recurring or repeat revenue, low-cost ways to grow and room for acquisitions, and it plans long holds.
The firm publishes no revenue, EBITDA or check size. Its recent deals are growth investments beside founders: CGS Health Group in December 2025, when CGS also bought the assets of Regional Care, and Trivora Insurance in July 2026, where Caloras joined the board. Neither announcement says how much it owns. It offers AI and workflow tools along with capital. A smaller company is most likely to meet it as an add-on to one of these platforms.
Recent deals
Announced in the 24 months before November 6, 2026.
| Date | Company | Type | Sector | Source |
|---|---|---|---|---|
| July 2026 | Trivora InsuranceLed a growth investment in a New York cyber insurance MGA; Jay Caloras joined the board | Growth | Insurance Brokerage | Source |
| December 2025 | CGS Health GroupPartnership with a third-party administrator for self-funded employers; the stake is not disclosed | Investment | Healthcare Services | Source |
| December 2025 | Regional Care, Inc. assetsBought by CGS Health from Regional West Health Services of Nebraska | Add-on | Healthcare Services | Source |
Portfolio by sector
From the firm's portfolio page S1.
Business & Insurance Services
- Trivora Insurance
Healthcare Services
- CGS Health Group
Other
- Bresh Global
Greymont’s take
How Carroll Street Capital fits a seller
This firm suits the founder of a growing insurance, healthcare administration or consumer services business who wants a small, hands-on partner rather than a large fund. Founders stay in place here: Michael Pastor still runs CGS Health and Farhan Shah still runs Trivora, and the firm lists both as operating partners. Expect board involvement, since Caloras took a seat at Trivora, and a push on systems, pricing and AI-enabled workflows.
With no published size, an owner should first ask how much it can invest. No announcement says it took control of a company or how much it owns, so ask what stake it wants and who would hold the deciding vote. Also ask whether the money comes from a committed fund or is raised deal by deal, and how long it expects to stay.
Questions owners ask
What does Carroll Street own in CGS Health?
It has not said. Its news page reports that CGS Health partnered with the firm when it bought Regional Care's assets in December 2025, and it lists CGS's CEO as an operating partner, but no stake size is published.
What size of company does Carroll Street look for?
It does not publish a revenue, EBITDA or check size range. Its site speaks of established services businesses with proven unit economics, so an owner should ask directly about its minimum and how much capital it can commit.
Does Carroll Street invest in insurance businesses?
Yes. Brokerage and MGA platforms are a named focus, and in July 2026 it led a growth investment in Trivora Insurance, a New York managing general agent that writes cyber insurance for small and medium-sized companies.
Sources
- S1Carroll Street Capital home page: approach, sectors, team and latest news Accessed November 5, 2026
- S2Trivora Insurance Partners with Carroll Street Capital to Accelerate Growth (July 2026) Accessed November 5, 2026
- S3Regional West Health Services Announces Sale of Regional Care, Inc. to CGS Health (November 3, 2025) Accessed November 5, 2026
- S4SEC Form D: Carroll Street Capital Investments I LP (September 2024) Accessed November 5, 2026
- S5Billboard: Bresh Partners With Carroll Street Capital to Launch Bresh Global (September 2024) Accessed November 5, 2026
Compiled by Greymont Advisors from public sources, including the firm’s own website and press releases. Greymont is not affiliated with Carroll Street Capital. Figures are as reported on the dates shown and may have changed. Request a correction