Canada: Capital Gains Tax

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Tax law and international tax law thought leadership, articles, podcasts, videos and webinars from expert sources across the legal world. Explore insights covering topics such as capital gains tax, corporate tax, income tax, inheritance tax, national insurance, property taxes, sales taxes, VAT, GST, tax authorities, transfer pricing and withholding tax.

How The Income Tax Act Treats Settlements And Damage Awards For Wrongful Dismissals

The general principle under the Income Tax Act (the "Tax Act") is that for an amount to be considered income, it must belong to a source in section 3.

RS

Rotfleisch & Samulovitch P.C.

How CRA Conducts Net Worth Audits And Enforces Gross Negligence Penalties Against Canadian Taxpayers: Lessons From Mann v. The King And Other Cases

In Mann v. The King, 2023 TCC 151, the Tax Court of Canada reaffirmed the Canada Revenue Agency's (CRA) authority to use the net worth method under subsection 152(7) of the Income Tax Act when a taxpayer fails to keep adequate books and records.

RS

Rotfleisch & Samulovitch P.C.

The GST/HST Implications Of Changing The Use Of Personal Property – How Subsections 199(3), 200(2), And 200(3) Interact

Registrants under the Excise Tax Act are responsible for collecting and remitting the GST/HST payable for the taxable supplies that the registrant makes.

RS

Rotfleisch & Samulovitch P.C.

A Canadian Tax Lawyer's Guide To S.51 Rollovers: What And How Shareholders Can Convert Equity Into New Shares Without Capital Gains

S.51 rollovers are one of the many tax-free rollovers the Income Tax Act provides taxpayers. A s.51 rollover allows a taxpayer to convert debt or shares in a corporation to new shares of that corporation on a tax-free basis.

RS

Rotfleisch & Samulovitch P.C.

The One Simple Question All Advisors Must Ask To Save Their Clients From An IRS Nightmare (And Save Them A Call To Their Malpractice Carrier).

MP

Moodys Private Client Law LLP

The Unexpected Role Of Tariffs In Estate Planning

CW

Clark Wilson LLP

From Duty To Liability: The Evolution Of Trustee Responsibility In Ontario Courts

LL

Lerners LLP

In Both Canada And The U.S.A., Sales Of Non-fungible Tokens (NFTs) Are Taxable And Must Be Reported To CRA, IRS, Respectively, Says Canadian Crypto Tax Lawyer

RS

Rotfleisch & Samulovitch P.C.

Beyond Succession: How Employee Ownership Trusts Are Reshaping Canadian Business Exits (Podcast)

Canada Commercial

BJ

Bennett Jones LLP

Share Redemption And Share Retraction: Tax Treatment By CRA—plus They Are Useful Tax Planning Tools

RS

Rotfleisch & Samulovitch P.C.

The Pontiff's US Tax Dilemma: Should You, Like Pope Leo XIV, Consider Renouncing Your US Citizenship?

MP

Moodys Private Client Law LLP

Clauses d'indexation sur les bénéfices futurs dans le cadre de fusions et acquisitions de sociétés fermées : Négociation, rédaction et stratégie

Canada Commercial

FF

Fasken (French)

Should Founders Incorporate Their Startups In The United States Or Canada?

Canada Commercial

OH

Osler, Hoskin & Harcourt LLP

Crypto Transactions: Capital Gains Or Business Income? What You Need To Know

Canada Technology

DS

Devry Smith Frank LLP

Overview And Analysis Of The GENIUS Act

ML

McMillan LLP

La CSC annule les plafonds liés aux dépenses de publicité politique faite par des tiers en période préélectorale en Ontario

Canada Media & IT

BC

Blake, Cassels & Graydon LLP

Remedies For Reprisal: Reinstatement And The Duty To Mitigate Under The Employment Standards Act, 2000

Canada Employment

LL

Lerners LLP

2025 Global In-House Counsel Report: Unique Insights Into The Global In-House Profession From ICW | Mondaq

Worldwide Law Practice

IC

In-House Counsel Worldwide

Webinar: 2025 Global In-House Counsel Survey Report: Unique Insights Into The Global In-House Counsel Profession

Worldwide Law Practice

IC

In-House Counsel Worldwide

Canada Revenue Agency Tightens Oversight On Cryptocurrency Transactions: What You Need To Know Now

In recent years, the explosive growth of cryptocurrency has attracted the attention of investors, entrepreneurs—and now, tax authorities.

RS

Rotfleisch & Samulovitch P.C.

Federal Election 2025 Tax Implications

Many clients, and indeed many Canadians, are wondering what changes to the taxation scheme in Canada will result from these campaign promises.

MR

McLennan Ross LLP

Probate Planning In BC: Is The Juice Worth The Squeeze?

A lesser-known aspect of estate planning for British Columbians is "probate planning", or taking steps to minimize the value of the assets that are governed by your Will in order to reduce the delays and costs of "probate" after death.

BC

Boughton Law Corporation

Navigating Cross-Border Tax Challenges

In this exclusive interview with CanadianSME Small Business Magazine, we connect with Errol Tenenbaum, Partner at Robins Appleby LLP, specializing in Tax, Estate Planning, and Business Law, alongside Jordana Lyons...

RA

Robins Appleby LLP

Red Flags & Trust Issues: Top 5 Pitfalls In Trusts

MR

McLennan Ross LLP

What's The Limitation On Losses Of Shares Held As Capital Property For Individuals And Corporations? Canadian Tax Lawyer Explains

RS

Rotfleisch & Samulovitch P.C.

House-Flippers Beware: You Are Not Eligible For GST/HST New Housing Rebates – Ram V HMK, 2025 TCC 49

RS

Rotfleisch & Samulovitch P.C.

April 15 Tax & Private Wealth Group Key Takeaways

WL

World Law Group

Canadian Tax Changes To Watch For Under A New Liberal Government

RS

RSM Canada

Exonération Des Gains En Capital À Hauteur De 10 M$, Une Nouvelle Mesure Fiscale Avantageuse Pour La Succession Lors D'un Transfert D'entreprise À Une Coopérative De Travailleurs

MT

Miller Thomson LLP

Tax Consequences Of Rental Property Conversions

ML

McMillan LLP

The Next Step Toward Modernizing The Small Business Venture Capital Tax Credit Program In Manitoba

MA

MLT Aikins LLP

Canada's Federal Election 2025 — A Tale Of Two Tax Policies

M

Mintz

Are Pre-Closing Tax Indemnities Reportable Transactions?

MT

Miller Thomson LLP

Tax Consequences Of Rental Property Conversions

The Court of Quebec—which hears tax appeals under Quebec's income tax legislation—recently considered the tax consequences resulting from converting multi-unit rental properties into condominiums for sale.

ML

McMillan LLP

The Next Step Toward Modernizing The Small Business Venture Capital Tax Credit Program In Manitoba

As Manitobans and Manitoba businesses navigate the new geopolitical and economic realities of tariffs from the United States, it has never been a more critical time for governments...

MA

MLT Aikins LLP

Canada's Federal Election 2025 — A Tale Of Two Tax Policies

With the Canadian federal election just under two weeks away, the two major parties leading the current polls, the Liberals (led by Mark Carney) and the Conservatives (led by Pierre Poilievre)...

M

Mintz

Are Pre-Closing Tax Indemnities Reportable Transactions?

The updated mandatory disclosure rules in the Income Tax Act (Canada) (the "ITA") were enacted in June 2023. In general, they are made up of the reporting requirements pertaining to reportable transactions...

MT

Miller Thomson LLP

Legal Pulse - Spring 2025

Canada Strategy

RA

Robins Appleby LLP

How To Leverage The Tax Benefits Of Canadian-Controlled Private Corporation (CCPC) Structure For Emerging, High-Growth Companies

A company that qualifies as a Canadian-Controlled Private Corporation (CCPC) under the Income Tax Act is entitled to various benefits and preferential tax treatment not available to other Canadian business entities.

RS

Rotfleisch & Samulovitch P.C.

La Cour canadienne de l'impôt radie des hypothèses incohérentes et des nouvelles pénalités dans les procédures du Ministre

Dans l'affaire Uppal Estate v The King, 2025 TCC 34, la Cour canadienne de l'impôt (la « Cour de l'impôt ») a conclu que le défendeur...

MT

McCarthy Tétrault LLP

How Are Limited Partnerships Taxed In Canada? Advantages And Drawbacks From A Canadian Tax Lawyer

In Canada, a limited partnership (LP) offers a unique business structure for ventures involving two or more persons aiming to generate profit.

RS

Rotfleisch & Samulovitch P.C.

Crypto Tax Trap: Are The Tax Advantages Of A Charitable Remainder Trust Worth It For Canadian Cryptocurrency Investors?

Many Canadian cryptocurrency investors and cryptocurrency traders seek tax planning options, allowing them to legally reduce their Canadian income tax burden of their cryptocurrency-based income.

RS

Rotfleisch & Samulovitch P.C.

Règle fédérale sur les reventes précipitées de biens : voici les points à retenir

MT

Miller Thomson LLP

Nouvelles Directives De L'ARC : Opérations Assujetties À La DGAE

MT

Miller Thomson LLP

Exchangeable Share Structures In Cross-Border M&A: What U.S. Buyers Of A Canadian Target Should Know

Canada Commercial

F

Fasken

Theft Of CAD$1.5 Billion Of Ethereum: How CRA Treats Stolen Property Tax-Wise; Plus, Tax Implications For Crypto Exchanges In Canada

RS

Rotfleisch & Samulovitch P.C.

Collecte de renseignements par l'ARC : de nouvelles règles attendues en 2025

MT

Miller Thomson LLP

Dix causes dignes de mention en matière d'impôt sur le revenu au Canada en 2024

MT

McCarthy Tétrault LLP

A Lasting Legacy For Your Community

OE

O'Sullivan Estate Lawyers LLP

Using A Trust In Your Estate Plan

OE

O'Sullivan Estate Lawyers LLP

South Africa Is Ramping Up Its Crypto Tax Reporting Compliance Programs

RS

Rotfleisch & Samulovitch P.C.

Planning For Succession Of Your Cottage Or Vacation Home

OE

O'Sullivan Estate Lawyers LLP

How To Leverage The Tax Benefits Of Canadian-Controlled Private Corporation (CCPC) Structure For Emerging, High-Growth Companies

RS

Rotfleisch & Samulovitch P.C.

Multijurisdictional Estate Administration Highlights

OE

O'Sullivan Estate Lawyers LLP

PDAC 2025: Amid So Much Uncertainty, Where Do We Go From Here?

OH

Osler, Hoskin & Harcourt LLP

Charting A New Course For Corporate Succession: Employee Ownership Trusts (EOT)

MA

MLT Aikins LLP

Navigating The New Tax Rules For Intergenerational Business Transfers

CM

Crowe MacKay LLP

See more

Highlighted Content

How The Income Tax Act Treats Settlements And Damage Awards For Wrongful Dismissals

RS

Rotfleisch & Samulovitch P.C.

How CRA Conducts Net Worth Audits And Enforces Gross Negligence Penalties Against Canadian Taxpayers: Lessons From Mann v. The King And Other Cases

RS

Rotfleisch & Samulovitch P.C.

The GST/HST Implications Of Changing The Use Of Personal Property – How Subsections 199(3), 200(2), And 200(3) Interact

RS

Rotfleisch & Samulovitch P.C.

A Canadian Tax Lawyer's Guide To S.51 Rollovers: What And How Shareholders Can Convert Equity Into New Shares Without Capital Gains

RS

Rotfleisch & Samulovitch P.C.

Canada Revenue Agency Tightens Oversight On Cryptocurrency Transactions: What You Need To Know Now

RS

Rotfleisch & Samulovitch P.C.

How To Leverage The Tax Benefits Of Canadian-Controlled Private Corporation (CCPC) Structure For Emerging, High-Growth Companies

RS

Rotfleisch & Samulovitch P.C.

2024 Tax Alert: CRA Implements Capital Gains Tax Increase Despite Stalled Legislation – The Unique Tax Challenges For Employee Stock Options & Payroll Tax

RS

Rotfleisch & Samulovitch P.C.

Case Study: Canadian Crypto-Tax Lawyers Save Bitcoin Millionaire From Criminal Prosecution For Tax Evasion

RS

Rotfleisch & Samulovitch P.C.

Changes Are Coming To Crypto Asset Reporting Framework (CARF), To Crackdown On Tax Evasion: Federal Budget 2024

RS

Rotfleisch & Samulovitch P.C.

Tax Planning For Intergenerational Business Transfers And Alternative Minimum Tax (AMT) After Bill C-59 (Changes To The Income Tax Act)

RS

Rotfleisch & Samulovitch P.C.

Latest Videos

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2024 Budget Changes: Real Estate, Home Taxes And Rentals

FH

FH&P Lawyers

Our "Tax Take" On Canada's COVID-19 Economic Response Plan (Video)

MP

Moodys Private Client Law LLP

Top 2017 Year-End Income-Tax Planning Tips From Canadian Tax Lawyers—Part 3: Investments (Video)

RS

Rotfleisch & Samulovitch P.C.

Three ways the capital gains tax could change in this budget

CS

Crowe Soberman LLP

Tax Communiqué: Highlights From The Budget 2013 (Video Content)

HB

Heenan Blaikie LLP

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