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Sina Toussi

Sina Toussi

Chief Investment Officer at Two Seas Capital LP

New York, NY , United States

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

OrganizationRoleDate RangeDetails
Two Seas CapitalChief Investment OfficerNov 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 GroupManaging Director and Chief Legal OfficerSep 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 AdvisorsPartnerJun 2006 to Sep 2012
Head of Distressed Debt Research for U.S. and European credit opportunities.
One East Capital AdvisorsGeneral CounselJun 2006 to Dec 2009
Skadden, Arps, Slate, Meagher & Flom LLP and AffiliatesAssociateJun 2003 to Jun 2006
MacAndrews & Forbes Holding, Inc.Chief of Staff to ChairmanApr 2002 to Mar 2003
Skadden, Arps, Slate, Meagher & Flom LLP & AffiliatesAssociateMar 1997 to Apr 2002
Willkie Farr & Gallagher LLPAssociateOct 1994 to Feb 1997

Education

Columbia Law

Doctor of Law - JD

Cornell University

Bachelor of Arts - BA

Skills & Expertise

Private Equity
Leveraged Finance
Litigation
Cross Border Transactions
Commercial Litigation
Chapter 11
Venture Capital
Capital
Corporate Law
Securities Regulation
Joint Ventures
Securities
Hedge Funds
Corporate Governance
Private Placements
Bankruptcy

Others at Two Seas Capital LP (4)

NameRoleLocation
Altaf Mackeen
Altaf Mackeen
Head of ResearchUnited States
Bo Bazylevsky
Bo Bazylevsky
Partner and Head of TradingNew York, NY , United States
J
Julia Tolmachyov
Investment AnalystUnited States
Ajith Sukumar
Ajith Sukumar
AnalystNew York, NY , United States

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