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About
Sina Toussi is the Founder and Chief Investment Officer of Two Seas Capital, a New York-based investment firm specializing in litigation-driven and event-driven investments. Under his leadership, the firm focuses on uncovering opportunities arising from restructurings, bankruptcies, commercial disputes, corporate malfeasance, and regulatory events, with targeted exposure to sectors such as biotechnology and AI infrastructure. He is recognized for his expertise in identifying value where market inefficiencies are driven by legal or regulatory catalysts, and his firm manages over $2 billion in assets as of 2025.
Toussi’s career spans more than 17 years in special situations, distressed securities, and litigation finance. Before founding Two Seas Capital, he was Managing Director and Chief Legal Officer at VR Capital Group—an alternative asset manager focused on distressed and event-driven opportunities—and previously served as Partner and Head of Distressed Debt Research at One East Capital Advisors. His earlier roles include practicing as a corporate restructuring attorney at leading law firms Skadden Arps and Willkie Farr, and serving as General Counsel and Partner in multi-strategy hedge funds.
He holds a Bachelor of Arts from Cornell University and a Juris Doctor from Columbia Law School. Beyond his investment accomplishments, Toussi is active in philanthropy, including scholarship support at Cornell and service on advisory boards for youth charities in New York, reflecting a commitment to mentoring and education.
Career History
| Organization | Role | Date Range | Details |
|---|---|---|---|
| Two Seas Capital | Chief Investment Officer | Nov 2019 to Present | Founder and Chief Investment Officer of Two Seas Capital (formerly Kairos Capital Management), an investment fund that focuses on litigation-driven investments arising from restructurings, bankruptcie... |
| VR Capital Group | Managing Director and Chief Legal Officer | Sep 2012 to Oct 2019 | Managing Director and Chief Legal Officer of the Fund. Responsibilities include originating, analyzing and managing global distressed debt opportunities with a particular emphasis on investments with... |
| One East Capital Advisors | Partner | Jun 2006 to Sep 2012 | Head of Distressed Debt Research for U.S. and European credit opportunities. |
| One East Capital Advisors | General Counsel | Jun 2006 to Dec 2009 | — |
| Skadden, Arps, Slate, Meagher & Flom LLP and Affiliates | Associate | Jun 2003 to Jun 2006 | — |
| MacAndrews & Forbes Holding, Inc. | Chief of Staff to Chairman | Apr 2002 to Mar 2003 | — |
| Skadden, Arps, Slate, Meagher & Flom LLP & Affiliates | Associate | Mar 1997 to Apr 2002 | — |
| Willkie Farr & Gallagher LLP | Associate | Oct 1994 to Feb 1997 | — |
Education
Columbia Law
Doctor of Law - JD
Cornell University
Bachelor of Arts - BA
Skills & Expertise
Others at Two Seas Capital LP (4)
| Name | Role | Location |
|---|---|---|
| Head of Research | United States | |
| Partner and Head of Trading | New York, NY , United States | |
J Julia Tolmachyov | Investment Analyst | United States |
| Analyst | New York, NY , United States |
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| Name | Role | Fund | Location |
|---|---|---|---|
A Andrey Belov | Research Analyst | Cramer Rosenthal Mcglynn LLC | Stamford, CT , United States |
B Brian Harvey | Equity Portfolio Manager | Cramer Rosenthal Mcglynn LLC | United States |