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 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
- RBC Capital Markets
The syndicate of underwriters in European Residential REIT’s $167 million offering
- Bayshore Capital
Bayshore Capital in Broadridge’s USD$300 million acquisition of RPM Technologies
- RBC Capital Markets
RBC Capital Markets in CAPREIT’s $345 million equity financing
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 in its $400-million debentures offering
Purolator in its acquisition of Livingston International
Chartwell in the establishment of its $250-million at-the-market equity distribution program
Chartwell in its $150-million debentures offering
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
- RBC Capital Markets
The syndicate of underwriters in European Residential REIT’s $167 million offering
- Bayshore Capital
Bayshore Capital in Broadridge’s USD$300 million acquisition of RPM Technologies
- RBC Capital Markets
RBC Capital Markets in CAPREIT’s $345 million equity financing
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 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.
Read more -
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 -
Osler Update September 25, 2023
Canadian securities regulators propose permanent WKSI program
The Canadian Securities Administrators have announced proposed amendments to implement a permanent expedited shelf prospectus regime for...
Read more
Awards and Recognition
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Chambers Canada: Canada’s Leading Lawyers for Business: Recognized in Capital Markets: Debt & Equity
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Chambers Global: The World’s Leading Lawyers for Business: Recognized in Capital Markets: Debt & Equity
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IFLR 1000: The Guide to the World’s Leading Financial Law Firms: Recognized in M&A (Highly Regarded)
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The Canadian Legal Lexpert Directory: Recognized in Corporate Finance & Securities
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Thomson Reuters: “Stand-out Lawyer”
Media Mentions
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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...
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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...
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Osler News October 18, 2024
Osler once again takes top spot as advisor to issuers and underwriters in the third quarter of 2024
Osler is proud to be ranked a top legal advisor to issuers and underwriters according to the Financial Post’s capital markets league table results...
Read more -
Osler News January 16, 2024
Osler ranked #1 advisor to Canadian capital markets issuers and underwriters for 2023
Osler is proud to once again be ranked as the #1 legal advisor to issuers and underwriters for combined equity and debt offerings by value, according...
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