Jack specializes in taxation with a focus on the income tax aspects of corporate finance, including developing debt, equity and trust financings, mergers and acquisitions and reorganizations.
He has extensive experience with respect to advising tax exempt entities, real estate investment trusts and income funds. During 1991–1992, Jack was seconded as the Special Advisor to the Director of the Current Amendments and Regulations Division of Revenue Canada and is a former member of the CBA-CICA Joint Committee on Taxation.
Jack is cross appointed to Osler’s Pensions and Benefits Department and is head of the Osler Pension Investment Group.
Areas of Expertise
Representative Work
- Monex Group Inc
Monex Group in its acquisition of 3iQ Digital Holdings Inc.
- 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
- DREAM Asset Management Corporation
Dream Residential REIT’s US$125.1 million initial public offering
- Oak Street Real Estate Capital
Oak Street Real Estate Capital in the acquisition of Western Canadian Place
- Dream Industrial REIT
Dream Industrial REIT in its $800 million debenture offering and inaugural green bond issuance
- Dream Industrial REIT
Dream Industrial REIT in its $850 million European logistics portfolio acquisition and associated financing
- Dream Industrial REIT
Dream Industrial REIT in its $250 million private placement of senior unsecured debentures
- KingSett Capital
KingSett Capital in its sale of VersaCold Logistics to TorQuest Partners
- Joint Venture between OPTrust and Blue Vista Capital Management
OPTrust and Blue Vista Capital Management’s student housing acquisitions
- KingSett Capital
KingSett Capital on behalf of KingSett Real Estate Growth LP No.7, KingSett Canadian Real Estate Income Fund and other investors, in connection with its $4.9 billion acquisition, with Starlight Investments, of Northview Apartment REIT
- Dream Global REIT
Dream Global REIT in its $6.2 billion acquisition by Blackstone
- RBC Capital Markets
The syndicate of underwriters in European Residential REIT’s $167 million offering
- Ventas, Inc.
Ventas in its acquisition of a high quality Canadian seniors housing portfolio valued at $2.4 billion in partnership with Le Groupe Maurice
- RBC Capital Markets
RBC Capital Markets in CAPREIT’s $345 million equity financing
- SmartCentres REIT
SmartCentres in its $230 million bought deal equity offering
- RBC Capital Markets
RBC Capital Markets in CAPREIT’s $250 million completed offering and over-allotment option
- One of Canada’s largest pension investment managers
An institutional partner of Brookfield in connection with Brookfield Infrastructure’s $4.3 billion acquisition of Enercare Inc.
- Blackstone Property Partners
Blackstone Property Partners in its acquisition of Pure Industrial Real Estate Trust for $3.8 billion
- Syndicate of agents co-led by TD Securities and Scotiabank
Syndicate of agents co-led by TD Securities and Scotiabank in connection with the $200 million issue of series F senior unsecured debentures by CT REIT
- SmartCentres REIT
SmartCentres REIT in connection with its $500 Million issue of investment grade Senior Unsecured debentures including $250 million 3 year Series R floating rate and $250 million 10 year Series S fixed rate debentures
- Chartwell Retirement Residences
Chartwell in its $269.5 million trust unit offering
- SmartREIT
SmartREIT and Strathallen Acquisitions Inc. in the acquisition of all of the assets and liabilities of OneREIT for $1.1 billion
- Investment Management Corporation of Ontario (IMCO)
Investment Management Corporation of Ontario in its co-majority share acquisition with EagleTree Capital, in Corsair from Francisco Partners valued at US$525 million
- Syndicate of underwriters co-led by Scotia Capital Inc., CIBC World Markets Inc., RBC Dominion Securities Inc. and TD Securities Inc.
Syndicate of underwriters co-led by Scotia Capital Inc. CIBC World Markets Inc., RBC Dominion Securities Inc. and TD Securities Inc. in the $300 million public offering of preferred shares of Kinder Morgan Canada Limited
- Ontario Pension Board
Ontario Pension Board in the outsourcing of its investment management operations to a $60 billion new investment management entity, the Investment Management Corporation of Ontario (IMCO)
- Advising Oxford/OMERS Realty Corporation with respect to the acquisition of 7 Canadian landmark hotels and with respect to the acquisition of indirect interests in a number of English office properties including Mid-City Place in London, the London Stock Exchange’s headquarters, a landmark shopping centre in the Royal Exchange across the street from the Bank of England, an office and retail complex in St. James’s Market in London. (known as the Cheese Grater Building), Green Park Business Park in Reading, and London Wall Place in London
- Advised OPB on the implications of their participation in a KingSett Capital-led consortium, to purchase Primaris Retail REIT and its leading portfolio of 26 major retail shopping centres and other properties
- Advised OPB on a debenture offering by a finance trust valued at $500 million – one of the few successful implementations of such an offering by a public sector pension plan in Canada, followed a year later by an additional debenture offering of $250 million
- Advised OPB in report of Investments in numerous and various domestic and international funds
- Advised Dundee Realty Corporation with a multi-step reorganization that reorganized the revenue properties of Dundee Realty into Dundee Realty Estate Investment Trust, a publicly traded REIT and subsequent follow on capital markets offerings
- Advised Fording Inc. with the combination of its metallurgical Coal business with the metallurgical coal businesses of Teck Cominco Ltd. and Sherritt Coal Partnership II to form Fording Canada Coal Trust
- Advised Issuers or underwriters on the formation of a number of income funds including the Teranet Income Fund, CanWest MediaWorks Income Fund, Pizza Pizza Royalty Income Fund, Second Cup Royalty Income Fund, InnVest REIT and the Home Equity Income Trust
- Advised CanWest Global Communications in its privatization of CanWest MediaWorks Income Fund
Monex Group in its acquisition of 3iQ Digital Holdings Inc.
Dream Industrial REIT in its $5.9 billion acquisition, in partnership with a leading global sovereign wealth fund, of Summit Industrial Income REIT
Dream Residential REIT’s US$125.1 million initial public offering
Oak Street Real Estate Capital in the acquisition of Western Canadian Place
Dream Industrial REIT in its $800 million debenture offering and inaugural green bond issuance
- Dream Industrial REIT
Dream Industrial REIT in its $850 million European logistics portfolio acquisition and associated financing
- Dream Industrial REIT
Dream Industrial REIT in its $250 million private placement of senior unsecured debentures
- KingSett Capital
KingSett Capital in its sale of VersaCold Logistics to TorQuest Partners
- Joint Venture between OPTrust and Blue Vista Capital Management
OPTrust and Blue Vista Capital Management’s student housing acquisitions
- KingSett Capital
KingSett Capital on behalf of KingSett Real Estate Growth LP No.7, KingSett Canadian Real Estate Income Fund and other investors, in connection with its $4.9 billion acquisition, with Starlight Investments, of Northview Apartment REIT
- Dream Global REIT
Dream Global REIT in its $6.2 billion acquisition by Blackstone
- RBC Capital Markets
The syndicate of underwriters in European Residential REIT’s $167 million offering
- Ventas, Inc.
Ventas in its acquisition of a high quality Canadian seniors housing portfolio valued at $2.4 billion in partnership with Le Groupe Maurice
- RBC Capital Markets
RBC Capital Markets in CAPREIT’s $345 million equity financing
- SmartCentres REIT
SmartCentres in its $230 million bought deal equity offering
- RBC Capital Markets
RBC Capital Markets in CAPREIT’s $250 million completed offering and over-allotment option
- One of Canada’s largest pension investment managers
An institutional partner of Brookfield in connection with Brookfield Infrastructure’s $4.3 billion acquisition of Enercare Inc.
- Blackstone Property Partners
Blackstone Property Partners in its acquisition of Pure Industrial Real Estate Trust for $3.8 billion
- Syndicate of agents co-led by TD Securities and Scotiabank
Syndicate of agents co-led by TD Securities and Scotiabank in connection with the $200 million issue of series F senior unsecured debentures by CT REIT
- SmartCentres REIT
SmartCentres REIT in connection with its $500 Million issue of investment grade Senior Unsecured debentures including $250 million 3 year Series R floating rate and $250 million 10 year Series S fixed rate debentures
- Chartwell Retirement Residences
Chartwell in its $269.5 million trust unit offering
- SmartREIT
SmartREIT and Strathallen Acquisitions Inc. in the acquisition of all of the assets and liabilities of OneREIT for $1.1 billion
- Investment Management Corporation of Ontario (IMCO)
Investment Management Corporation of Ontario in its co-majority share acquisition with EagleTree Capital, in Corsair from Francisco Partners valued at US$525 million
- Syndicate of underwriters co-led by Scotia Capital Inc., CIBC World Markets Inc., RBC Dominion Securities Inc. and TD Securities Inc.
Syndicate of underwriters co-led by Scotia Capital Inc. CIBC World Markets Inc., RBC Dominion Securities Inc. and TD Securities Inc. in the $300 million public offering of preferred shares of Kinder Morgan Canada Limited
- Ontario Pension Board
Ontario Pension Board in the outsourcing of its investment management operations to a $60 billion new investment management entity, the Investment Management Corporation of Ontario (IMCO)
- Advising Oxford/OMERS Realty Corporation with respect to the acquisition of 7 Canadian landmark hotels and with respect to the acquisition of indirect interests in a number of English office properties including Mid-City Place in London, the London Stock Exchange’s headquarters, a landmark shopping centre in the Royal Exchange across the street from the Bank of England, an office and retail complex in St. James’s Market in London. (known as the Cheese Grater Building), Green Park Business Park in Reading, and London Wall Place in London
- Advised OPB on the implications of their participation in a KingSett Capital-led consortium, to purchase Primaris Retail REIT and its leading portfolio of 26 major retail shopping centres and other properties
- Advised OPB on a debenture offering by a finance trust valued at $500 million – one of the few successful implementations of such an offering by a public sector pension plan in Canada, followed a year later by an additional debenture offering of $250 million
- Advised OPB in report of Investments in numerous and various domestic and international funds
- Advised Dundee Realty Corporation with a multi-step reorganization that reorganized the revenue properties of Dundee Realty into Dundee Realty Estate Investment Trust, a publicly traded REIT and subsequent follow on capital markets offerings
- Advised Fording Inc. with the combination of its metallurgical Coal business with the metallurgical coal businesses of Teck Cominco Ltd. and Sherritt Coal Partnership II to form Fording Canada Coal Trust
- Advised Issuers or underwriters on the formation of a number of income funds including the Teranet Income Fund, CanWest MediaWorks Income Fund, Pizza Pizza Royalty Income Fund, Second Cup Royalty Income Fund, InnVest REIT and the Home Equity Income Trust
- Advised CanWest Global Communications in its privatization of CanWest MediaWorks Income Fund
Latest Insights
-
Report Feb 1, 2024
Guide to Canada’s mandatory disclosure rules
Introduction Canada's mandatory disclosure rules were significantly expanded in 2023. Three separate regimes comprise the rules: reportable...
Read more
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Osler Update Nov 10, 2023
CRA revises and expands its guidance on mandatory disclosure rules
On November 2, 2023, the Canada Revenue Agency (CRA) revised and expanded its guidance on the Canadian mandatory disclosure rules. The most important...
Read more
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Osler Update Nov 3, 2023
Canadian mandatory disclosure rules update: first list of designated notifiable transactions released
First list of designated notifiable transactions under the Canadian mandatory disclosure rules published.
Read more
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Osler Update Jun 27, 2023
Bill C-47 introduces significant changes to the Canadian mandatory disclosure rules
On June 22, 2023, Bill C-47, an Act to implement certain provisions of the budget tabled in Parliament on March 28, 2023, received Royal Assent and...
Read more
Awards and Recognition
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Recognized in Tax Law
—Best Lawyers in Canada -
BV Distinguished (4.4 out of 5 Rating)
—Martindale Hubbell -
Recognized in Corporate Tax – Canada
—Who's Who Legal
Media Mentions
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Media Mentions Dec 13, 2023
Lawyers exempted from mandatory disclosure regime until Charter challenge decided – Advisor.ca
An interim injunction exempting legal professionals from CRA’s new mandatory disclosure regime is closely being followed.
Read more -
Media Mentions Oct 31, 2023
Legal dilemma – The Canadian Bar Association National Magazine
New federal mandatory disclosure rules, which substantially expand the number of business transactions that must be reported to the CRA, risk...
Read more
Speaking and Writing
Published Work
Impact of Mandatory Disclosure Rules on the Relationship Between Tax Lawyers and Their Clients, Perspectives on Tax Law & Policy, Canadian Tax Foundation, Volume 4, Number 3, September 2023
Canada’s Reportable Transaction Rules: A Measured Approach to Adviser Reporting. Tax Notes International, Volume 111, July 2023 (co-authored with Matias Milet)
Demystifying the New SIFT Conversion Rules, Canadian Institute January 15, 2009 (co-authored with Lloyd Heine)
Mergers and Acquisitions of REITS, Federated Press, January 2009
Credentials
Education
- Osgoode Hall Law School, LL.B.
Languages
- English
Professional Affiliations
- Canadian Petroleum Tax Society
- Canadian Tax Foundation
- Canadian Bar Association, Tax Section
