“He is the most experienced and helpful lawyer I have ever worked with.”
Chambers USA 2025
"Gary has deep relationships, strong and varied transaction experience and is highly commercial."
Chambers USA 2025
“Gary is a great lawyer who is incredibly in touch with what's going on in the insurance industry.”
Chambers USA 2025
"Very knowledgeable and a good sounding board for negotiating strategies."
Chambers USA 2024
Band 1 – Insurance: Transactional & Regulatory
Chambers USA 2015-2025
Leading Partner – Insurance: Non-Contentious
Legal 500 US 2018-2025
"Gary Boss is the best lawyer I have ever worked with in terms of his understanding of the commercial needs of our business. He keeps that in front of mind when providing legal advice."
Chambers USA 2023
"Gary Boss has an amazing ability to synthesize complex issues and get directly to the critical matters. He is not afraid to make recommendations. He is also one of the most pleasant people (not just limited to lawyers) that I have ever worked with."
Legal 500 US 2023
"Incredible commercial awareness and a strong willingness to deliver real advice rather than canned talking points. You can trust him to have a deep understanding of the broad objectives and contractual minutiae."
Chambers USA 2023
"One of the best lawyers that I have ever worked with."
Chambers USA 2022
Profile
Gary Boss advises clients on a wide range of complex corporate transactions, particularly within the financial services sector.
Gary leverages strong ties with the financial services sector to represent some of the world’s largest private equity companies, hedge funds, asset managers, banks, insurers, and reinsurers on their most significant and complex M&A transactions. He combines exceptional business and legal acumen to lead companies on formation and capital raises, collectively raising more than US$21 billion on behalf of 20 companies recently.
Chambers USA ranks Gary Band 1 for insurance transactional and regulatory matters and Legal 500 US recognizes him as a Leading Lawyer for non-contentious insurance matters.
Experience
Gary’s experience includes representing:
CVC Capital in its US$1.75 billion acquisition of Bamboo
DB Insurance in its US$1.65 billion acquisition of The Fortegra Group
The Carlyle Group, and one of its portfolio companies, Sedgwick, in a US$1 billion strategic investment from Altas Partners, as well as a US$5 billion recapitalization
Nippon Life in its US$3 billion acquisition of a minority interest in Corebridge Financial
The Carlyle Group in its US$1.3 billion strategic investment and US$500 million preferred equity investment into Trucordia
NEXT Insurance in its US$2.6 billion acquisition by Munich Re
Leonard Green in its US$1.6 billion investment in HUB
Bridge Investment Group in its US$1.5 billion acquisition by Apollo
Apollo in its:
US$11 billion investment in a joint venture with Intel
US$7 billion investment in a joint venture with Keurig Dr Pepper
€3.2 billion investment in a joint venture with RWE
€1.3 billion financing transaction with Air France-KLM
€3 billion in investments in portfolios of real estate assets controlled by Vonovia
US$600 million investment in a joint venture with Vale S.A.
Formation of various side car vehicles
FIS Global, a Fortune 500 fintech company, in multiple transactions, including its:
US$24.2 billion sale of Worldpay to Global Payments and concurrent US$13.5 billion acquisition of Global Payments’ Issuer Solutions Business
Sale of a US$12 billion majority ownership interest in Worldpay to GTCR
Transaction counsel in the formation and capital raise of innovative sidecars including:
Stone Point and AXIS in their vehicle raising US$400 million
Mubadala and other investors in their investment in a vehicle sponsored by Prudential Financial and Warburg Pincus
RGA in its vehicle raising US$480 million of capital from two capital raises
Apollo in its side car vehicles raising US$3 billion*
Aquiline Capital in its vehicle raising US$500 million*
AXIS and Blackstone in their vehicle raising US$600 million*
Ategrity Specialty Insurance Company in its IPO
The underwriters in the IPOs of:
Aspen Insurance
Bowhead Specialty
Fidelis Insurance
Blackstone Credit & Insurance in a partnership with AmTrust in the spinoff of certain of AmTrust’s MGAs into an independent company valued at over US$1.1 billion
Worldpay in its acquisition of Ravelin Technology
Onex Corporation in its acquisition of Accredited
Gary's additional experience includes representing:
Apollo Global Securities investing US$500 million in surplus notes issued by Chesterfield Reinsurance Company, a wholly owned indirect subsidiary of Reinsurance Group of America
Arch Capital Group in its transfer of approximately US$400 million of reserves to Catalina*
Armour, a Bermuda-based P&C runoff reinsurance company, in its US$500 million investment by Aquiline Capital*
Armour, a Bermuda-based P&C runoff reinsurance company, in its sale of ILS Investment Management*
Ategrity Specialty Insurance Company, in its US$250 million capital raise and lunch of a specialty P&C insurance company*
AEGON in the sale of Transamerica Re to SCOR*
A consortium of eight private equity firms and others in Ariel Re’s sale to Goldman Sachs*
Ascendant, a Bermuda-based, publicly traded energy and energy-related services provider, in its sale to Algonquin Power & Utilities*
Assurant in acquiring certain insurance agencies owned by Green Tree Credit Solutions*
FIS in its:
Acquisition of a majority stake in Virtus Partners, a US credit-based alternatives fund solutions provider*
Acquisition of Zenmonics, a provider of software solutions*
€375 million acquisition of Clear2Pay*
Sale of ClearPar to Markit*
US$1.8 billion acquisition of eFunds*
Public company spinoff*
Fidelity National Financial in its:
Acquisition of LandAmerica Financial Services*
Sale of its National Flood Insurance Program business to Aquiline Capital*
Sale of its personal lines business to WE Holding*
US$400 million acquisition of InterCept*
FOJP’s management team in disposing Hospitals Insurance Company and certain FOJP assets to The Doctors Company*
Gallatin Point Capital, as lead investor, in its collective investment in SiriusPoint*
Hannover Re and Benfield in the sale of alternative investment vehicles to AIG*
Hannover Re in the sale of its business lines to Hartford Financial Services*
HBK and Northaven Management in the sale of Rockhill Insurance to State Auto*
Jardine Lloyd Thompson Group in acquiring Towers Watson’s reinsurance brokerage unit*
Lender Processing Services in its public company spinoff*
Lincoln National in its US$7.5 billion acquisition of Jefferson-Pilot Financial*
MetLife in its:
US$11.8 billion acquisition of Travelers Life and Annuity from Citibank*
Sale of its 401(k) business to Great West Life & Annuity*
Munch Re in its:
US$1.3 billion acquisition of The Midland Company*
US$352 million acquisition of Sterling Life and Olympic Health Management from Aon*
US$742 million acquisition of Hartford Steam Boiler from AIG*
National Atlantic Holdings in its acquisition by Palisades Safety and Insurance Association*
Premia Holdings in acquiring Navigators Holdings (Europe) from The Hartford*
RenRe, Koch, and Partner Re in the sale of Channel Re to MBIA*
Sedgwick in its:
Acquisition of JND Legal Administration*
Acquisition of Temporary Accommodations*
The sale of its group health peer review and independent medical examination assets to ExamWorks*
Acquisition of Stericycle's Expert Solutions service line*
Acquisition of York Risk Services Group*
Acquisition of Maphilindo International from the existing shareholders*
Acquisition of Security Capital Corporation*
Slice, an insurtech startup, in corporate and insurance regulatory matters, including multiple joint ventures with large insurers and corporates*
Sun Life Financial in its:
US$650 million acquisition of Genworth Financial’s group benefits business*
Sale of two operating businesses*
Swiss Re in its multi-jurisdictional joint venture with Orsus Insurance International*
THL, TPG, and other investors in their US$635 million acquisition of Sedgwick from Stone Point Capital*
THL, TPG, and other investors in their sale of a minority interest to United Healthcare*
Tower Group in various acquisition transactions*
Unified Commerce Group in its strategic investment in sustainable fashion brand Frank And Oak*
Watford Holdings in its:
US$700 million acquisition by Bermuda-based insurance, reinsurance and mortgage insurance company Arch Capital Group*
Acquisition of French insurance company Axeria IARD from the APRIL Group*
Zimmer Partners in the sale of The Carrick Group
Corinthian Capital in its:
Acquisition of Ultimate Toys Inc.
Acquisition of Eastern Wholesale Fence and its subsequent sale to Center Rock Capital Partners and Leelanau Private Capital*
Acquisition of Best Lighting Products from Wafra Partners*
Acquisitions of Hamilton Group and Sierra Engineering, consulting and engineering firms that serve the international oil and gas industry*
*Matter handled prior to joining Latham
Qualifications
Bar Qualification
New York
Education
JD, Yale Law School, 1996
MBA, University of Michigan, 1993 with high distinction
BA, Brigham Young University, 1989 magna cum laude
Firm honored by Law360 for advising startups, financial institutions, VCs, digital asset and Web3 participants, and corporations on their most innovative and complex transactions, investigations, litigation, and regulatory matters.
Notice: We appreciate your interest in Latham & Watkins. If your inquiry relates to a legal matter and you are not already a current client of the firm, please do not transmit any confidential information to us. Before taking on a representation, we must determine whether we are in a position to assist you and agree on the terms and conditions of engagement with you. Until we have completed such steps, we will not be deemed to have a lawyer-client relationship with you, and will have no duty to keep confidential the information we receive from you. Thank you for your understanding.