PRESS RELEASE
9 October 2026

A&O Shearman Advises Fairfax On USD8.9 Billion Boots Acquisition By Wittington And Fairfax

AO
A&O Shearman

Contributor

A&O Shearman was formed in 2024 via the merger of two historic firms, Allen & Overy and Shearman & Sterling. With nearly 4,000 lawyers globally, we are equally fluent in English law, U.S. law and the laws of the world’s most dynamic markets. This combination creates a new kind of law firm, one built to achieve unparalleled outcomes for our clients on their most complex, multijurisdictional matters – everywhere in the world. A firm that advises at the forefront of the forces changing the current of global business and that is unrivalled in its global strength. Our clients benefit from the collective experience of teams who work with many of the world’s most influential companies and institutions, and have a history of precedent-setting innovations. Together our lawyers advise more than a third of NYSE-listed businesses, a fifth of the NASDAQ and a notable proportion of the London Stock Exchange, the Euronext, Euronext Paris and the Tokyo and Hong Kong Stock Exchanges.
Fairfax Financial Holdings Limited, alongside Wittington Investments Limited, has entered into an agreement to acquire Boots and its associated businesses from Sycamore Partners for USD8.9 billion. The transaction will see both acquirers hold equal 50% ow
United Kingdom

A&O Shearman is advising Fairfax Financial Holdings Limited (Fairfax) on its acquisition of Boots and its associated businesses, alongside Wittington Investments Limited (Wittington) the holding company of Canada's Weston family.

The total purchase price is USD8.9 billion, including assumed debt. Boots is currently majority owned by New York-based private equity firm Sycamore Partners, in partnership with Stefano Pessina and his family.

Under the agreement, Fairfax and Wittington will acquire the Boots retail operations in the UK and Ireland, the Boots Opticians business, the No7 Beauty company, and Boots' Thailand and franchised businesses.

As part of the deal, Fairfax has committed to provide up to approximately USD2.3bn toward the purchase price. The transaction is expected to close in the first quarter of 2027, subject to customary closing conditions, including certain required antitrust approvals and clearances.

Once the deal closes, Fairfax and Wittington will each own 50% of Boots. Wittington will have operational control, and Galen Weston, chair of Wittington, will serve as chair of Boots.

The A&O Shearman team advising Fairfax is led by M&A partners Sean Skiffington in Toronto and Nick Withers in London, and associate Jake Shaughnessy in New York.

The deal team also includes partners Tim Harrop (Tax—London), Dominic Long (Antitrust—London), Larry Crouch (Tax—Menlo Park), Matthew Brown (Tax—Washington, DC) and Jon Cheng (Antitrust—New York), counsels Christopher Best (Antitrust—London), Jessica Bowring (Antitrust—London) and Hugh Brooks (Tax—London), senior associate Anthony Bowen (M&A—London), and associates Brandon Fawbush (Tax—Washington, DC) and Azka Anees (M&A—Toronto).

Fairfax, through its subsidiaries, operates mainly in property and casualty insurance, reinsurance, and associated investment management. Its consumer retail investments include Sleep Country, Canada's largest mattress retailer and owner of Simba Sleep in the UK, and The Sporting Life Group, a Canadian specialty retail platform focused on premium sports.

Contributor

A&O Shearman was formed in 2024 via the merger of two historic firms, Allen & Overy and Shearman & Sterling. With nearly 4,000 lawyers globally, we are equally fluent in English law, U.S. law and the laws of the world’s most dynamic markets. This combination creates a new kind of law firm, one built to achieve unparalleled outcomes for our clients on their most complex, multijurisdictional matters – everywhere in the world. A firm that advises at the forefront of the forces changing the current of global business and that is unrivalled in its global strength. Our clients benefit from the collective experience of teams who work with many of the world’s most influential companies and institutions, and have a history of precedent-setting innovations. Together our lawyers advise more than a third of NYSE-listed businesses, a fifth of the NASDAQ and a notable proportion of the London Stock Exchange, the Euronext, Euronext Paris and the Tokyo and Hong Kong Stock Exchanges.

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