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38320

James S.A. MacDonald v. Her Majesty the Queen

(Federal) (Civil) (By Leave)

Docket

Judgments on applications for leave to appeal are rendered by the Court, but are not necessarily unanimous.

List of proceedings
Date Proceeding Filed By
(if applicable)
2020-07-15 Appeal closed
2020-03-16 Formal judgment sent to the registrar of the court of appeal and all parties
2020-03-16 Judgment on appeal and notice of deposit of judgment sent to all parties
2020-03-13 Judgment on the appeal rendered, CJ Abe Mo Ka Côt Br Row Mar Kas, The appeal from the judgment of the Federal Court of Appeal, Number A-281-17, 2018 FCA 128, dated June 29, 2018, heard on October 17, 2019, is dismissed with costs. Côté J. dissents.
Dismissed, with costs
2019-10-22 Transcript received, 102 pages
2019-10-17 Judgment reserved OR rendered with reasons to follow
2019-10-17 Hearing of the appeal, 2019-10-17, CJ Abe Mo Ka Côt Br Row Mar Kas
Judgment reserved
2019-10-17 Respondent's condensed book, (Book Form) Her Majesty the Queen
2019-10-17 Appellant's condensed book, (Book Form) James S.A. MacDonald
2019-09-23 Correspondence received from, (Letter Form), 4 reserved seats requested. James S.A. MacDonald
2019-09-23 Notice of appearance, (Letter Form), Matthew Milne-Smith, Elie S. Roth, Stephen S. Ruby and Chenyang Li will appear before the court. Mr. Milne-Smithwill present oral arguments. James S.A. MacDonald
2019-09-18 Appeal perfected for hearing
2019-09-17 Notice of appearance, (Letter Form), Daniel Bourgeois and Eric Noble will appear before the court. Mr. Bourgeois will present oral arguments. Her Majesty the Queen
2019-08-07 Notice of hearing sent to parties
2019-08-06 Certificate (on limitations to public access), (Letter Form) Her Majesty the Queen
2019-08-06 Respondent's book of authorities, (Book Form), (2 volumes), Completed on: 2019-08-06 Her Majesty the Queen
2019-08-06 Respondent's factum, (Book Form), Completed on: 2019-08-06 Her Majesty the Queen
2019-07-31 Appeal hearing scheduled, 2019-10-17
Judgment reserved
2019-06-11 Appellant's record, (Book Form), (8 volumes), Completed on: 2019-06-11 James S.A. MacDonald
2019-06-11 Certificate of counsel (attesting to record), (Letter Form) James S.A. MacDonald
2019-06-11 Appellant's book of authorities, (Book Form), Completed on: 2019-06-11 James S.A. MacDonald
2019-06-11 Appellant's factum, (Book Form), Completed on: 2019-06-14 James S.A. MacDonald
2019-06-06 Correspondence (sent by the Court) to, James D. Bunting. RE: Request to change the tentative hearing date.
2019-05-15 Notice of change of counsel, (Letter Form), Eric Noble and Daniel Bourgeois are now counsel for the respondent. Her Majesty the Queen
2019-05-14 Correspondence received from, (Book Form), James Bunting. Request to change the tentative hearing date. James S.A. MacDonald
2019-04-29 Letter advising the parties of tentative hearing date and filing deadlines (Leave granted)
2019-04-17 Notice of appeal, (Letter Form), Completed on: 2019-04-17 James S.A. MacDonald
2019-03-22 Copy of formal judgment sent to Registrar of the Court of Appeal and all parties
2019-03-22 Judgment on leave sent to the parties
2019-03-21 Judgment of the Court on the application for leave to appeal,
The application for leave to appeal from the judgment of the Federal Court of Appeal, Number A-281-17, 2018 FCA 128, dated June 29, 2018, is granted with costs in the cause.
Granted, with costs in the cause
2019-02-11 All materials on application for leave submitted to the Judges, for consideration by the Court
2018-11-09 Applicant's reply to respondent's argument, (Book Form), Completed on: 2018-11-09 James S.A. MacDonald
2018-10-31 Certificate (on limitations to public access), (Letter Form), Amended certificate required-rec'd 2018/11/02 Her Majesty the Queen
2018-10-31 Notice of name, (Letter Form), amended notice required-rec'd 2018/11/02 Her Majesty the Queen
2018-10-31 Respondent's response on the application for leave to appeal, (Book Form), Completed on: 2018-10-31 Her Majesty the Queen
2018-10-03 Letter acknowledging receipt of a complete application for leave to appeal, FILE OPENED 2018/10/03
2018-09-28 Certificate (on limitations to public access), (Letter Form) James S.A. MacDonald
2018-09-28 Application for leave to appeal, (Book Form), Completed on: 2018-09-28 James S.A. MacDonald

Parties

Please note that in the case of closed files, the “Status” column reflects the status of the parties at the time of the proceedings. For more information about the proceedings and about the dates when the file was open, please consult the docket of the case in question.

Main parties

Main parties - Appellants
Name Role Status
MacDonald, James S.A. Appellant Active

v.

Main parties - Respondents
Name Role Status
Her Majesty the Queen Respondent Active

Counsel

Party: MacDonald, James S.A.

Counsel
Elie S. Roth
Stephen S. Ruby
Chenyang Li
Matthew Milne-Smith
Davies Ward Phillips & Vineberg LLP
155 Wellington Street West
Toronto, Ontario
M5V 3J7
Telephone: (416) 863-5587
FAX: (416) 863-0871
Email: eroth@dwpv.com
Agent
Jeffrey W. Beedell
Gowling WLG (Canada) LLP
160 Elgin Street, Suite 2600
Ottawa, Ontario
K1P 1C3
Telephone: (613) 786-0171
FAX: (613) 563-9869
Email: jeff.beedell@gowlingwlg.com

Party: Her Majesty the Queen

Counsel
Daniel Bourgeois
Eric Noble
Attorney General of Canada
East Tower, 9th Floor
234 Wellington Street
Ottawa, Ontario
K1A 0H8
Telephone: (613) 670-6418
FAX: (613) 941-2293
Email: daniel.bourgeois@justice.gc.ca
Agent
Christopher Rupar
Department of Justice
50 O'Connor Street
Suite 500
Ottawa, Ontario
K1A 0H8
Telephone: (613) 670-6290
FAX: (613) 954-1920
Email: christopher.rupar@justice.gc.ca

Summary

Keywords

Taxation - Hedging - Legislation - Interpretation -Did the Federal Court of Appeal apply the wrong test for determining whether derivative transactions should be taxed on income or capital account? - Did the Federal Court of Appeal apply the wrong standard of review? - Income Tax Act, RSC 1985, c. 1 (5th Supp)

Summary

Case summaries are prepared by the Office of the Registrar of the Supreme Court of Canada (Law Branch). Please note that summaries are not provided to the Judges of the Court. They are placed on the Court file and website for information purposes only.

In June of 1997, Mr. MacDonald accepted a loan from TD Bank wherein he pledged 165,000 Bank of Nova Scotia shares and assigned as collateral for the loan any payment he could become entitled to receive pursuant to a forward contract. Based on its terms, TD Securities Inc would pay Mr. MacDonald the amount by which the Reference Price (the closing price of the BNS shares on the Toronto Stock Exchange on the Forward Date) fell below the Forward Price multiplied by the 165,000 shares. In the event the Reference Price was to exceed the Forward Price, Mr. MacDonald would be required to make payments to TD. The value of the shares did not decrease and remained above their Reference Price. As a result, between 2004 and 2006, Mr. MacDonald was required to make cash settlement payments totaling $9,966,149. In computing his income for his 2004, 2005, and 2006 taxation years, Mr. MacDonald took the position that the cash settlement payments gave rise to business losses that were deductible against income from other sources. The Minister took issue with this characterization and denied the losses on the basis that the cash settlement payments gave rise to capital losses. An appeal to the Tax Court of Canada overturned the Minister’s decision and sent the matter back for redetermination. The Federal Court of Appeal reinstated the Minister’s decision on the basis that Mr. MacDonald had created a hedge.

Lower court rulings

August 8, 2017
Tax Court of Canada

2013-4032(IT)G, 2017 TCC 157

Appeal allowed.

March 16, 2018
Tax Court of Canada

2013-4032(IT)G, 2018 TCC 55

Motion for costs granted.

June 29, 2018
Federal Court of Appeal

2018 FCA 128 , A-281-17

Appeal allowed.

Memorandums of argument on application for leave to appeal

The memorandums of argument on an application for leave to appeal will be posted here 30 days after leave to appeal has been granted unless they contain personal information, information that is subject to a publication ban, or any other information that is not part of the public record. You may also obtain copies of the memorandum by filing out the Request for Court records form or by contacting the Court’s Records Centre either by email at records-dossiers@scc-csc.ca or by telephone at 613‑996‑7933 or at 1‑888‑551‑1185.

If you have questions about a memorandum of argument or want to use a memorandum of argument, please contact the author of the memorandum of argument directly. Their name appears at the end of the memorandum of argument. The contact information for counsel is found in the “Counsel” tab of this page.

Downloadable PDFs

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Factums on appeal

The factums of the appellant, the respondent and the intervener will be posted here at least 2 weeks before the hearing unless they contain personal information, information that is subject to a publication ban, or any other information that is not part of the public record. You may also obtain copies of factums by filling out the Request for Court records form or by contacting the Court’s Records Centre either by email at records-dossiers@scc-csc.ca or by telephone at 613‑996‑7933 or at 1‑888‑551‑1185.

If you have questions about a factum or want permission to use a factum, please contact the author of the factum directly. Their contact information appears on the first page of each factum.

Downloadable PDFs

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Date modified: 2025-02-27