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Articles

Federal Court sets strict Mutual Agreement Procedure (MAP) deadline in reassessment deals with Canada Revenue Agency

Notice of Assessment was never mailed? Federal Court of Appeal clarifies taxpayer must first prove non-delivery

Taxing crypto losses in a bitcoin bear market

Canadian Author Gad Saad Criticizes Departure Tax After Deciding to Move

Why Reimbursement for Certain Contractual Employee Benefits May not Quality for GST/HST Rebates

What Are The Capital Cost Allowance (CCA) Continuity Rules In Corporate Reorganizations

Nick Nurse Suing Ontario Over Rejected $700K Tax Refund

Former Raptors coach suing Ontario over refusal to refund $700K foreign buyer tax

Prediction markets and tax law – Part 3: Enforcement, penalties and advising clients without rules from CRA

Complaints about CRA rise 27% despite recent automated tax filing, call centre failures, processing delays, poor communication

Prediction markets and tax law – Part 2: How prediction-market trading triggers crypto tax rules

Prediction markets and tax law – Part 1: What tax category do prediction markets belong to?

Why R v Jarvis is the most important tax case for Canadian taxpayers

Tax Court confirms that taxpayers must provide clear instructions to apply refund balances

Gig workers, beware: Tech platforms now send your income directly to the CRA

With growth of sports betting and prediction markets, how are winnings taxed?

An unfinished question on CRA ‘fairness’ reassessments and appeal rights in Forrest v. The King

When 4 CRA ‘fairness’ reassessments meet appeal rights: Forrest v. The King

Arbitrage betting and Canadian tax law: When ‘risk-free’ profits become taxable

Tax transparency and procedural fairness: Lessons from King Charles’ disclosure for tax practitioners – Part 3 of 3

King Charles taxation and Canadian comparisons: Voluntary compliance, crown privilege, and tax transparency

Not from a source — or is it? How gambling, ticket resales and side hustles at FIFA World Cup are taxed

CRA enforcement, non-resident obligations and voluntary disclosure path: The tax lawyer’s World Cup endgame

Landlords’ tax trap during 2026 FIFA World Cup: Principal residence, change-in-use, GST/HST and s. 67.7

Gad Saad Announces Departure From Canada Over Rising Antisemitism

King Charles, the Crown, and Canadian Tax Law: What the royal tax disclosure actually means

King Charles and the tax protesters: Why every argument fails in Canadian courts – Part 2 of 3

Panama Papers 10th anniversary: Canadian tax implications, CRA results & compliance lessons for taxpayers

King Charles, the Crown, and Canadian Tax Law: What the royal tax disclosure actually means – Part 1 of 3

PRINT EXCLUSIVE: Leaving Canada comes with a hefty price tag

“If you have a stock market portfolio, when you leave the country, you’ve got to…

What’s an exit tax? Gad Saad says he’s getting a big bill to leave Canada over rising antisemitism

“There is no effective way to get rid of departure tax. If you transfer it…

What’s an exit tax? Gad Saad says he’s getting a big bill to leave Canada over rising antisemitism

“Pretty much anything other than real estate is going to get hit with (the) departure…

How the CRA uses artificial intelligence in Canadian tax audits: What taxpayers must know now

Taxpayers flagged in error by Canada Revenue Agency AI algorithms have no front-end remedy, argues…

How GTA property owners can offset rising tax hikes with Taxpage in 2026

OnlyFans content creators, beware: CRA is watching (for income tax and GST/HST compliance, of course)

Can taxpayers challenge CRA’s AI audit selection?

How long it would take to pay off your income tax upfront, according to a think tank

David Rotfleisch, founding lawyer at Taxpage.com, explains what ‘Tax Freedom Day’ means for Canadian taxpayers.

How CRA is using AI to target businesses, individuals for audits

CRA’s conduct slammed for unnecessarily prolonging tax litigation, increasing costs

Why the Federal Court of Appeal upheld a Tax Court of Canada decision to award…

Donating fine wine? Art? Software? Why the CRA is auditing overvalued gifts to charities

Fraud victims may be missing thousands of dollars in CRA tax deductions

Toronto tax law firm Rotfleisch & Samulovitch P.C. notes that the classification is not always…

Withholding tax and beneficial ownership: C&W Offshore Ltd. v. HMK, 2026 TCC 40

A non-resident vendor’s silence on an invoice does not relieve a Canadian resident of its…

How CRA’s use of MLS data increases tax audit exposure for ‘property flippers’

Withholding tax and beneficial ownership: C&W Offshore Ltd. v. HMK, 2026 TCC 40

A non-resident vendor’s silence on an invoice does not relieve a Canadian resident of its…

How to beat CRA alternative tax assessments: Insights from a Canadian tax lawyer

Canadian tax lawyer and accountant David J Rotfleisch presents four strategies based on recent judicial…

Aggressive tax planning schemes, specially those designed by third parties, will annoy CRA

The Federal Court of Appeal in this case made it clear that true arm’s length…

Scammed in the crypto crackdown? A tax lawyer explains how to recover crypto losses from the CRA

Canada strengthens crypto asset regulation

Canadian Appeals Court rejects pseudolegal tax arguments outright, without trial

How disobeying a Federal Court order under the Income Tax Act will result in ‘contempt of court’ charge plus fines & penalties

How disobeying a Federal Court order under the Income Tax Act will result in ‘contempt…

Audio

David Rotfleisch talks taxes as the income tax filing deadline of April 30 looms, on the “Fight Back, with Libby Znaimer” full podcast

David Rotfleisch talks taxes as the income tax filing deadline of April 30 looms, on…

Why are Canadian Retirees Hit So Hard by Taxes?

David Rotfleisch joins Libby Znaimer for a 16-minute interview.

“TurboTax Error Costs Customers Thousands,” on Fight Back with Libby Znaimer

Libby is joined by Laurie Reade, TurboTax Customer and David Rotfleisch, founding Canadian tax lawyer…

Why have you put off filing your taxes?

CBC radio host Amanda Pfeffer asks tax lawyer and chartered accountant David Rotfleisch to analyze…

“Fight Back with Libby Znaimer,” Zoomer Radio

David Rotfleisch and Toronto Councillor Stephen Holyday discuss interest and penalties on late payments to the…

Canadian Tax Lawyer Calls on the Government to Extend the Tax Deadline on Zoomer Radio

Canadian tax lawyer David Rotfleisch was recently featured on Zoomer radio, along with other tax…

What does carbon pricing mean for you?

Prime Minister Trudeau announced on Tuesday the Liberals' federal carbon tax and rebate plan to…

Is the CRA treating you fairly?

The Auditor General says how you're treated by CRA depends on where you live and…

Are the feds coming for your lottery winnings?

Reports suggest the Canada Revenue Agency is looking at taxing your poker winnings. Tax expert…

Television

Global National News

David Rotfleisch comments on a $8.7M settlement that has been reached for a class action…

CBC News & CBC’s “About That” investigative program

Andrew Chang, of CBC’s investigative program “About That,” fact checks with David Rotfleisch on the…

David Rotfleisch interviewed by Andrew Chang, on CBC’s show “About That…capital gains tax”

Canada's capital gains tax increase came into effect on June 25, 2024. Andrew Chang breaks…

“Talking Tax – Segment 3: The tax man is very aware of cryptocurrency: Tax lawyer David Rotfleisch” BNN Bloomberg

David Rotfleisch, founder and senior tax lawyer at Rotfleisch & Samulovitch, goes over tax issues…

“Talking Tax – Segment 2: Tax Tips with David Rotfleisch, managing partner at Rotfleisch & Samulovitch” BNN Bloomberg

David Rotfleisch, managing partner at Rotfleisch & Samulovitch, shares his tax tips with viewers. Watch…

“Talking Tax – Segment 1: Talking Tax with David Rotfleisch, managing partner at Rotfleisch & Samulovitch” BNN Bloomberg

David Rotfleisch, managing partner at Rotfleisch & Samulovitch, answers viewers' questions. Watch this segment by…

Canadian Tax Lawyer Shares Insights on Cryptocurrency Taxation on BNNBloomberg.ca

Canadian tax lawyer David Rotfleisch, founder and senior tax lawyer of Rotfleisch & Samulovitch PC,…

Toronto Tax Lawyer Answers Tax-Related Questions on BNNBloomberg.ca

Toronto tax lawyer David Rotfleisch, founder and senior tax lawyer of Rotfleisch & Samulovitch PC,…

Toronto Tax Expert Shares Tax Tips on BNNBloomberg.ca

Toronto-based tax expert David Rotfleisch, founder and senior tax lawyer at Rotfleisch & Samulovitch PC,…

Canadian Tax Lawyer Featured on CityNews Video Report on CERB Repayments

Canadian tax lawyer David Rotfleisch was featured in a video news report on CityNews ("Self-employed…

Toronto Tax Expert Talks About CERB Repayments in Video Interview on BNNBloomberg.ca

Toronto tax expert David Rotfleisch offered his take on CERB (Canada Emergency Response Benefit) repayments…

Video Appearances

Q&A | David J. Rotfleisch | Tax Litigation, Tax Planning

Q&A | David J. Rotfleisch | Tax Litigation, Tax Planning

What Our Clients Say

I’ve used Rotfleisch & Samulovitch for complex tax planning matters over the past few years. I’ve found them to be extremely knowledgeable, professional & effective, and would highly recommend them especially for entrepreneurs and their companies. R&S’ legal tax knowledge are a solid complement to the expertise of a quality accountant.

Mark Barnicutt

Toronto, Tel Aviv

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Pro Tip

Tax Audits in Ontario

There are over 350,000 tax audit and review actions conducted by the Canada Revenue Agency on a yearly basis. Around 15,000 of these tax audits deal with “cash only” businesses (i.e. the underground economy). Additionally, an estimated 35,000 are tax shelter audits.

Get your CRA tax issue solved


Address: Rotfleisch & Samulovitch P.C.
2822 Danforth Avenue Toronto, Ontario M4C 1M1