Hugh Kerr

Of Counsel


Hugh is a business-savvy senior commercial lawyer with vast experience in life and health insurance regulation.


Commercial; Life/Health Insurance; Pension; Privacy & Data Security; Regulatory Law

Former firms & in-house roles:

Blake, Cassels & Graydon; Sun Life Assurance Company of Canada

Hugh is a seasoned lawyer and executive with years of experience in life and health insurance regulation, capital accumulation plans and pension de-risking. He has in-depth knowledge of both business strategy and implementation and has frequent interaction with federal and provincial regulators and policymakers. His expertise includes business strategy and implementation, mergers & acquisitions as well as pension de-risking including liability driven investing, annuity buy-in/buy-out, and longevity insurance. He also has experience with assumption reinsurance, reinsurance with offshore captives, referral arrangements, and strategic partnerships with fintechs.

Hugh is known by his clients as being a great listener, having good business judgement, and being a clear and concise communicator. He is empathetic, an experienced leader, and knows how to balance risk and reward. Hugh appreciates Caravel’s diverse clientele and the flexibility he has to control his practice.


Queens University (LL.B.) 1988
McMaster University (B.Comm/B.A.) 1985

Led a $5B longevity insurance transaction in 2015 which was the first in North America.
Drafted commercial agreement underlying Sun Life’s purchase of 37% interest in CI Financial in 2003.
Provided legal input on new pension risk transfer, wealth rollover, and digital health insurance business units.
Led industry advocacy efforts for Pooled Registered Pension Plans.

Interested in working with Hugh?

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