Douglass advises both public and private companies on complex transactions and critical initiatives with a focus on mergers and acquisitions. Drawing on her significant transactional experience and technical skill, Douglass provides strategic and practical advice to her clients on acquisitions and divestitures, consortium transactions, shareholder arrangements, joint ventures and other complex corporate matters.
Douglass is an adjunct professor at the University of Toronto Faculty of Law, where she teaches Mergers and Acquisitions in the Global Professional Master of Laws (GPLLM) program.
Representative Work
- TELUS
TELUS in its $1.26-billion wireless tower infrastructure partnership with La Caisse
- Dream Industrial REIT
Dream Industrial REIT in its $5.9 billion acquisition, in partnership with a leading global sovereign wealth fund, of Summit Industrial Income REIT
- LifeWorks
LifeWorks in its $2.9 billion acquisition by TELUS
- Koch Real Estate Investments
Koch Real Estate Investments in connection with its preferred equity financing of the Canderel-led $5.7 billion acquisition of Cominar REIT
- Morgan Stanley
Morgan Stanley in its acquisition of Solium Capital for $1.1 billion
- Chorus Aviation Inc.
Chorus Aviation in Air Canada’s $97.3 million investment and CPA extension
- Constellation Brands
Constellation Brands in its $5.1 billion strategic investment in and partnership with Canopy Growth Corporation
- RBC Dominion Securities Inc. and TD Securities Inc.
RBC Dominion Securities Inc. and TD Securities Inc., the dealers, in a $150 million offering of medium term notes by Caterpillar Financial Services Limited
- Blackstone Property Partners
Blackstone Property Partners in its acquisition of Pure Industrial Real Estate Trust for $3.8 billion
- Purpose Investments Inc.
Purpose Investments Inc. in its acquisition of LOGiQ Asset Management for approximately $32 million
- RSM US LLP
RSM US LLP in the launch of RSM Canada
- Constellation Brands
Constellation Brands in its strategic investment and minority stake in Canopy Growth Corporation.
- Mountain View Partners
Acted for the preferred proponent for the $1.42 billion South West Calgary Ring Road P3 project
- TELUS Corp.
TELUS in its $225 million green bond financing
A TSX-listed Canadian retailer on the sale of its gas bar business
Magna International Inc. in the sale of its global fluid pressures and controls business to South Korean automotive parts maker Hanon Systems for US$1.23 billion
TELUS in its $1.26-billion wireless tower infrastructure partnership with La Caisse
Dream Industrial REIT in its $5.9 billion acquisition, in partnership with a leading global sovereign wealth fund, of Summit Industrial Income REIT
LifeWorks in its $2.9 billion acquisition by TELUS
Koch Real Estate Investments in connection with its preferred equity financing of the Canderel-led $5.7 billion acquisition of Cominar REIT
Morgan Stanley in its acquisition of Solium Capital for $1.1 billion
- Chorus Aviation Inc.
Chorus Aviation in Air Canada’s $97.3 million investment and CPA extension
- Constellation Brands
Constellation Brands in its $5.1 billion strategic investment in and partnership with Canopy Growth Corporation
- RBC Dominion Securities Inc. and TD Securities Inc.
RBC Dominion Securities Inc. and TD Securities Inc., the dealers, in a $150 million offering of medium term notes by Caterpillar Financial Services Limited
- Blackstone Property Partners
Blackstone Property Partners in its acquisition of Pure Industrial Real Estate Trust for $3.8 billion
- Purpose Investments Inc.
Purpose Investments Inc. in its acquisition of LOGiQ Asset Management for approximately $32 million
- RSM US LLP
RSM US LLP in the launch of RSM Canada
- Constellation Brands
Constellation Brands in its strategic investment and minority stake in Canopy Growth Corporation.
- Mountain View Partners
Acted for the preferred proponent for the $1.42 billion South West Calgary Ring Road P3 project
- TELUS Corp.
TELUS in its $225 million green bond financing
A TSX-listed Canadian retailer on the sale of its gas bar business
Magna International Inc. in the sale of its global fluid pressures and controls business to South Korean automotive parts maker Hanon Systems for US$1.23 billion
Latest Insights
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Osler Update November 20, 2025
PE Points Newsletter
Osler’s National Private Equity Group has launched its quarterly PE newsletter: your source of private equity news and information.
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Credentials
Education
- Queen’s University, J.D.
- Queen’s University, B.A. (Honours)
Languages
- English
Professional Affiliations
- Canadian Bar Association
- Ontario Bar Association
- Law Society of Ontario
