David A. Chaikof

New York: 212.880.6339
Toronto: 416.865.8126
Fax 212.682.0200


LLB, 1985
University of Western Ontario

Bar Admissions

Ontario, 1987


David is the managing partner of the firm's New York office. He is a leading lawyer for public companies and private equity firms in mergers and acquisitions and corporate and securities laws who has led domestic and cross-border acquisitions and takeover bids. David regularly advises companies, boards of directors and special committees in connection with M&A, securities laws and corporate governance across various industries.

David is the lead external advisor to Fairfax Financial and BlackBerry on their corporate financings and M&A mandates. He led BlackBerry in its strategic review process along with the related US$1.25 billion financing. David also led Fairfax in its US$4.9 billion acquisition of Allied World Assurance Company and its strategic investments in numerous companies such as Toys “R” Us, Bauer and Easton Sports, the Keg, Prime Restaurants, Chorus Aviation, Mega Brands, Eacom Timber, The Brick Group, Sporting Life, Torstar and Resolute. He advised the Caisse de dépôt on its US$1.1 billion cross border acquisition of Student Transportation and Cognos on its US$5.0 billion sale to IBM.

David also has extensive cross border capital markets deal experience as counsel to companies and investment banks stemming from his participation in more than 250 Canadian, U.S. and international equity and debt offerings resulting in more than US$35 billion in capital raised.

Representative Work

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Best Lawyers in Canada—Leading lawyer in corporate law, mergers and acquisitions law (2008-2015, 2019-2020)

IFLR 1000: The Guide to the World’s Leading Financial Law Firms—Notable practitioner in Capital markets: Debt, M&A (2019-2020)

Lexpert/American Lawyer Media’s Guide to the Leading 500 Lawyers in Canada—Leading lawyer in corporate mid-market (2007-2016)

Lexpert/Thomson Reuters' Canadian Legal Lexpert Directory—Leading lawyer in corporate finance and securities (2008-2019); corporate mid-market (2011-2019); corporate and commercial law (2012-2019); private equity (2013-2019); mergers & acquisitions (2014-2019)

Lexpert 2014 Guide to the Leading US/Canada Cross-border Corporate Lawyers in Canada: Corporate Finance & Securities

M&A Advisor's Turnaround of the Year (Lower Middle Market) 2011 award and its Healthcare Life Sciences Sector award: the Torys’ team for TLC Vision was led by David Chaikof

American Lawyer recognizes Cognos'  US$4.9 billion sale to IBM and Fairfax's investment in AbitibiBowater deals as two of the top ten cross-border deals in 2008, both led by David Chaikof


17th Annual IBA International Mergers & Acquisitions Conference

Speaker, Private Equity Trends

15th Annual IBA International Mergers & Acquisitions Conference

Speaker, M&A Trends and Shareholder Activism

14th Annual IBA International Mergers & Acquisitions Conference

Speaker, Shareholder Activism Today


Professional Involvement

David regularly speaks at conferences and law schools, and has published articles on private equity and M&A trends, stockholder activism, poison pills, cross-border offerings, the multijurisdictional disclosure system, corporate governance and shareholder arrangements. In the early 1990s, David was seconded for a two year period in a policy-making role to the Ontario Securities Commission's International Markets and Corporate Finance Branches for the implementation of SEC/CSA’s Multijurisdictional Disclosure System.


Leitch Technology (TSX: LTV and NASDAQ: LVID) (2000-2006)


David is actively involved in the non-profit sector and is a graduate of the Wexner Heritage Foundation Leadership Program. For five years, David was chair of Camp Ramah, a summer co-ed camp in Ontario.