About Grand Central Holdings
Grand Central Holdings is a venture capital firm founded in 1999. It is primarily based out of New York City, United States. As of Jul 2000, Grand Central Holdings has invested in 8 companies. It primarily invests in Unattributed round in United States based startups. Its investments are spread across Enterprise Applications and Consumer sectors. Most recently it participated in the $***** Unattributed round of Online Benefits Overall, Grand Central Holdings portfolio has seen 4 acquisitions including key companies like Castle Connolly, Peanut Press and Online Benefits. A lot of funds co-invest with Grand Central Holdings, with names like UBS sharing a substantial percentage of its portfolio. Grand Central Holdings has team of 2 people including 2 partners.Key Metrics
Team Members
Portfolio Count
Portfolio Sectors
Portfolio Locations
Rounds of Entry
Unattributed & Series A
Portfolio Acquisitions
Grand Central Holdings' List of Top Investments
Grand Central Holdings has a portfolio of 8 companies. Their most notable investments are in Online Benefits and Peanut Press.Their portfolio spans across and United States. They have invested in Enterprise Applications, Consumer, across Unattributed, Series A stages. Here is the list of top investments by Grand Central Holdings:Provider of physician and hospital ranking services. It identifies and ranks top doctors and hospitals based on a rigorous research process. The service offers searchable databases allowing users to find physicians by specialty, location, insurance, and other criteria. It also provides information on centers of excellence and publishes articles and spotlights on medical specialties and top doctors. The company's methodology focuses on evaluating hospitals based on patient outcomes and quality of care.
Key facts about Castle Connolly
- Founded Year: 1991
- Location: New York City (United States)
- Stage: Acquired
- Employee Count: 31 as on Aug 31, 2026
- Investors: Branford Castle Partners and Grand Central Holdings
- Highlight: Acquired

2. USLaw.com
USLaw.com provides a library of legal information, a platform to find and chat with a qualified lawyer or build a legal document or form online. The platform can be used to learn about law, or to find and hire lawyers for a case or receive professional consultation on a problem faced by the user.
Key facts about USLaw.com
- Founded Year: 1999
- Location: Silver Spring (United States)
- Stage: Series A
- Total Funding till date: $10M
- Employee Count: 11 - 50 as on Jul 01, 2024
- Investors: UBS, Chazen Capital Partners and 1 Other
- Latest Funding Round: Series A, Apr 05, 2000, $*****
Cloud-based platform for healthcare performance improvement and operational assessments. They offer a comprehensive platform designed to help healthcare organizations achieve their goals through effective management of performance improvement and operational assessments. Their solutions automate scheduling, launch inspections and audits, enhance staff engagement with integrated email reminders, and build dashboards to monitor performance. The platform facilitates easy generation of reports for stakeholders. They provide configurable solutions that standardize processes and deliver tangible results, focusing on workflow-centered functionality and data-driven insights. They offer a single platform for all types of assessments, flexible dashboards, reporting, and analysis tools. They are an innovator in cloud-based solutions for healthcare, offering a dynamic platform for managing quality, safety, and performance improvement initiatives.
Key facts about Performance Logic
- Founded Year: 2000
- Location: Portland (United States)
- Stage: Funding Raised
- Employee Count: 21 as on Jun 30, 2026
- Investors: Grand Central Holdings

4. Peanut Press
Key facts about Peanut Press
- Founded Year: 1998
- Location: Maynard (United States)
- Stage: Acquired
- Investors: Hudson Ventures and Grand Central Holdings
- Latest Funding Round: Unattributed, Nov 10, 1999, $*****
- Highlight: Acquired
Key facts about Online Benefits
- Founded Year: 1997
- Location: Atlanta (United States)
- Stage: Acquired
- Investors: Pennell Venture Partners and Grand Central Holdings
- Latest Funding Round: Unattributed, Jul 24, 2000, $*****
- Highlight: Acquired
Grand Central Holdings' Investments by Stage
Grand Central Holdings has made 2 investments in Unattributed stage and 1 investment in Series A stage with an average round size of $10M.Stage of entry | No. of Investments |
|---|---|
Unattributed | 2 |
Series A | 1 |
Note: We have considered here, only first round of investments
Grand Central Holdings' Investments by Sector
Grand Central Holdings has a diverse portfolio, with companies operating in the Consumer and Enterprise Applications. Notably, it has invested in 2 Enterprise (B2B) companies, 2 Tech companies, 1 Consumer (B2C) company and at least 1 company focusing on Marketplace.Grand Central Holdings' Investments by Geography
Grand Central Holdings has made most investments in United States (3).Grand Central Holdings' recent investments
Grand Central Holdings has not made any investment in 2026 so far.Here are the most recent investments by Grand Central Holdings:
Date | Company | Location | Round Details | Round Amount | Co-Investors |
|---|---|---|---|---|---|
Jul 24, 2000 | United States | Unattributed | 7898 | ||
Apr 05, 2000 | United States | Series A | 6585 | [+1] | |
Nov 10, 1999 | United States | Unattributed | 8562 |
Acquired companies in Grand Central Holdings' Portfolio
4 companies from Grand Central Holdings' portfolio have been acquired. The most recent acquisition was Castle Connolly in Jun 2018 by Everyday Health Group for $*****.Here are Grand Central Holdings' portfolio companies that got acquired most recently:
Company | Acquisition Date | First Invested on | First Round of Investment | Round Size |
|---|---|---|---|---|
Jun 01, 2018 | - | - | 2020 | |
Aug 14, 2006 | Jul 24, 2000 | Unattributed | 9671 | |
Sep 01, 2002 | - | - | 7378 | |
Mar 20, 2001 | Nov 10, 1999 | Unattributed | 1678 |
Team profile of Grand Central Holdings
Grand Central Holdings has a team of 2 members including 2 Partners located in United States. Grand Central Holdings' team does not sit on the board of any company as of now.Co-investors of Grand Central Holdings
Over the past 27 years, 4 investors have co-invested in Grand Central Holdings's portfolio companies. This includes only funds.
- Top Co-investors of Grand Central Holdings: 4 investors entered a company along with Grand Central Holdings. These include investors like UBS (1 company).
