Rosalind is Co-Chair of Osler’s Capital Markets Group and Co-Chair of the firm’s Financial Institution Transactions Group. She is a highly regarded corporate lawyer with extensive experience advising on equity and debt offerings as well as M&A transactions in many industries, with particular expertise in financial institution transactions.
Her capital markets practice includes regularly advising on IPOs and other public securities offerings, private placements and consent solicitations. She frequently represents senior issuers and Canada’s largest investment banks on domestic and cross-border offerings. She has significant experience with financial institution regulatory capital instruments, including limited recourse capital notes and preferred shares.
Rosalind has advised on a wide range of private M&A deals in many industries including financial services and entertainment. She has also represented banks and major Canadian retailers on commercial agreements related to their loyalty and credit card programs. Rosalind was previously seconded to the Corporate Finance Branch of the Ontario Securities Commission and is a member of the Ontario Securities Commission’s Securities Advisory Committee.
Representative Work
- Chartwell Retirement Residences
Chartwell’s renewal of its at-the-market equity distribution program for the sale of up to $500 million of trust units
- EllisDon Capital Inc., PCL Investments Inc., Plenary Americas LP and Fengate Capital Management Ltd.
EllisDon and PCL Healthcare Partners awarded fixed price contract of $13.9 billion for The Peter Gilgan Mississauga Hospital and Shah Family Hospital for Women and Children
- Ferrovial SE
Ferrovial SE in its acquisition of an additional 5.06% stake in 407 International Inc. from AtkinsRéalis for approximately $1.99 billion
- Chartwell Retirement Residences
Chartwell in its $400-million debentures offering
- Purolator
Purolator in its acquisition of Livingston International
- Chartwell Retirement Residences
Chartwell in the establishment of its $250-million at-the-market equity distribution program
- Chartwell Retirement Residences
Chartwell in its $150-million debentures offering
- Royal Bank of Canada
Royal Bank of Canada in its $600-million Institutional Preferred Shares Series BW offering
- Chartwell Retirement Residences
Chartwell in its $345 million trust unit offering
- Royal Bank of Canada
Royal Bank of Canada in its inaugural US$1 billion Limited Recourse Series 4 Capital Notes offering
- Royal Bank of Canada
Royal Bank of Canada in its $750 million Institutional Preferred Shares Series BU offering.
- Kinross Gold Corporation
Kinross Gold Corporation in US$500 million offering of unsecured notes offering
- Hydro One Inc.
Hydro One in its inaugural $1.05 billion offering of Medium Term Notes under New Sustainable Financing Framework
- TELUS Corporation
The Syndicate of agents in TELUS Corporation’s $2 billion three-tranche note offering
- Verisk Analytics
Verisk Analytics in its acquisition of Opta
- Royal Bank of Canada
Royal Bank of Canada in its $750 million inaugural institutional Preferred Shares Series BT offering
- Hydro One Inc.
Hydro One Inc. in its $900 million offering of Medium Term Notes
- Chartwell Retirement Residences
Chartwell Retirement Residences in its $201 million public offering
- Royal Bank of Canada
RBC in its sale of Eastern Caribbean banking operations
- Ontario Teachers' Pension Plan Board
Ontario Teachers’ Pension Plan Board in Intact Financial Corporation’s acquisition of RSA Insurance Group
- Royal Bank of Canada
Royal Bank of Canada in its Additional Tier 1 offering of Limited Recourse Capital Notes
- Royal Bank of Canada
Royal Bank of Canada in its inaugural Additional Tier 1 offering of $1.75 billion
- Hydro One Inc.
Hydro One Inc. in its $1.1 billion offering of Medium Term Notes
- Entertainment One
Entertainment One in its US$4 billion acquisition by Hasbro
- RBC Capital Markets
RBC Capital Markets in CAPREIT’s $490 million public offering
Additional Capital Markets Transactions
Hydro One Limited $1.71 billion secondary offering by the Province of Ontario (acted for Issuer)
Hydro One Inc. renewal of $4.0 billion medium term note program and related issuances (acted for Issuer)
Telus Corporation cross-border MJDS Offerings with total proceeds of US$1.1 billion and $1.3 billion (acted for Agents/Underwriters)
Rogers Communications Inc. debt offerings with total proceeds of US$1.5 billion and $850 million (acted for Agents)
Killam REIT $98 million bought deal offering of trust units (acted for Underwriters)
Shopify Inc. secondary offering of Class A subordinate voting shares (acted for Selling Shareholder)
DREAM Unlimited Corp. $58 million common share offering (acted for Issuer)
Various bond offerings by The Goldman Sachs Group Inc., J.P. Morgan Chase & Co. and OPB Finance Trust (acted for Issuer) and by Tim Hortons Inc. and Reliance LP (acted for Agents)
Capital Power Corporation medium term note exchange transaction with Capital Power L.P. and establishment of its medium term note program (acted for Agents)
Livingston International Inc. Offer to Purchase and Consent Solicitation for Senior Unsecured Notes (acted for Issuer)
Chartwell’s renewal of its at-the-market equity distribution program for the sale of up to $500 million of trust units
EllisDon and PCL Healthcare Partners awarded fixed price contract of $13.9 billion for The Peter Gilgan Mississauga Hospital and Shah Family Hospital for Women and Children
Ferrovial SE in its acquisition of an additional 5.06% stake in 407 International Inc. from AtkinsRéalis for approximately $1.99 billion
Chartwell in its $400-million debentures offering
Purolator in its acquisition of Livingston International
- Chartwell Retirement Residences
Chartwell in the establishment of its $250-million at-the-market equity distribution program
- Chartwell Retirement Residences
Chartwell in its $150-million debentures offering
- Royal Bank of Canada
Royal Bank of Canada in its $600-million Institutional Preferred Shares Series BW offering
- Chartwell Retirement Residences
Chartwell in its $345 million trust unit offering
- Royal Bank of Canada
Royal Bank of Canada in its inaugural US$1 billion Limited Recourse Series 4 Capital Notes offering
- Royal Bank of Canada
Royal Bank of Canada in its $750 million Institutional Preferred Shares Series BU offering.
- Kinross Gold Corporation
Kinross Gold Corporation in US$500 million offering of unsecured notes offering
- Hydro One Inc.
Hydro One in its inaugural $1.05 billion offering of Medium Term Notes under New Sustainable Financing Framework
- TELUS Corporation
The Syndicate of agents in TELUS Corporation’s $2 billion three-tranche note offering
- Verisk Analytics
Verisk Analytics in its acquisition of Opta
- Royal Bank of Canada
Royal Bank of Canada in its $750 million inaugural institutional Preferred Shares Series BT offering
- Hydro One Inc.
Hydro One Inc. in its $900 million offering of Medium Term Notes
- Chartwell Retirement Residences
Chartwell Retirement Residences in its $201 million public offering
- Royal Bank of Canada
RBC in its sale of Eastern Caribbean banking operations
- Ontario Teachers' Pension Plan Board
Ontario Teachers’ Pension Plan Board in Intact Financial Corporation’s acquisition of RSA Insurance Group
- Royal Bank of Canada
Royal Bank of Canada in its Additional Tier 1 offering of Limited Recourse Capital Notes
- Royal Bank of Canada
Royal Bank of Canada in its inaugural Additional Tier 1 offering of $1.75 billion
- Hydro One Inc.
Hydro One Inc. in its $1.1 billion offering of Medium Term Notes
- Entertainment One
Entertainment One in its US$4 billion acquisition by Hasbro
- RBC Capital Markets
RBC Capital Markets in CAPREIT’s $490 million public offering
Additional Capital Markets Transactions
Hydro One Limited $1.71 billion secondary offering by the Province of Ontario (acted for Issuer)
Hydro One Inc. renewal of $4.0 billion medium term note program and related issuances (acted for Issuer)
Telus Corporation cross-border MJDS Offerings with total proceeds of US$1.1 billion and $1.3 billion (acted for Agents/Underwriters)
Rogers Communications Inc. debt offerings with total proceeds of US$1.5 billion and $850 million (acted for Agents)
Killam REIT $98 million bought deal offering of trust units (acted for Underwriters)
Shopify Inc. secondary offering of Class A subordinate voting shares (acted for Selling Shareholder)
DREAM Unlimited Corp. $58 million common share offering (acted for Issuer)
Various bond offerings by The Goldman Sachs Group Inc., J.P. Morgan Chase & Co. and OPB Finance Trust (acted for Issuer) and by Tim Hortons Inc. and Reliance LP (acted for Agents)
Capital Power Corporation medium term note exchange transaction with Capital Power L.P. and establishment of its medium term note program (acted for Agents)
Livingston International Inc. Offer to Purchase and Consent Solicitation for Senior Unsecured Notes (acted for Issuer)
Latest Insights
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Osler Update August 29, 2025
Canadian Securities Administrators finalize new WKSI rules
There are a number of important differences between the new WKSI rules and the current WKSI regime.
Read more -
Osler Update April 25, 2025
New measures adopted by Canadian Securities Administrators aim to support Canada’s capital markets competitiveness
Continued efforts are being made by Canadian securities regulators to reduce unnecessary regulatory burden and support capital raising in Canada.
Read more -
Osler Update November 21, 2024
Will access finally equal delivery? Progress in access model for certain Canadian continuous disclosure documents
An alternative model for the delivery of certain continuous disclosure documents by non-investment fund reporting issuers is back on the table.
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Osler Update January 12, 2024
Canadian Securities Administrators implement access model for prospectuses
The Canadian Securities Administrators are implementing an access equals delivery model for prospectus delivery in Canada.
Read more
Awards and Recognition
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Recognized in Capital Markets: Debt & Equity
—Chambers Canada -
Recognized in Capital Markets: Debt & Equity
—Chambers Global -
Recognized in M&A (Highly Regarded)
—IFLR 1000 -
Recognized in Corporate Finance & Securities; Corporate Commercial Law
—Canadian Legal Lexpert Directory
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“Stand-out Lawyer”
—Thomson Reuters -
Recognized in Corporate Law
—Best Lawyers in Canada
Media Mentions
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Osler News November 13, 2025
Osler excels in Q3/9M 2025 capital markets league tables
Osler has once again been recognized as a leading Canadian law firm for capital markets transactions.
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Osler News July 28, 2025
Osler tops several categories in H1 2025 capital markets league tables
Osler has once again been recognized as a top Canadian law firm in several categories by Financial Post, LSEG (formerly Refinitiv) and Bloomberg in...
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Osler News April 28, 2025
Osler’s capital markets expertise shines in Q1 2025 league tables
Osler has reinforced its position as a leading Canadian law firm in capital markets transactions, featuring prominently in the Q1 2025 league tables...
Read more -
Osler News January 17, 2025
Osler ranked #1 legal counsel to Canadian capital markets issuers by value for 2024
Osler is proud to once again be ranked, for the sixth consecutive year, as the #1 legal advisor to capital markets issuers for combined equity and...
Read more
Credentials
Education
- University of Toronto, J.D.
- University of Toronto, B. Sc. (Hons.)
Languages
- English
Professional Affiliations
- Law Society of Ontario
- Canadian Bar Association
- Ontario Bar Association