David J. Rotfleisch

Tax Law

David Rotfleisch

David J. Rotfleisch, CPA, CA, JD, is the founding Canadian tax lawyer of Rotfleisch & Samulovitch, P.C., a Toronto-based boutique income tax law firm (Taxpage.com). With over 30 years of experience as both a lawyer and chartered professional accountant, he has helped start-up businesses, resident and non-resident business owners and corporations with their tax planning, with will and estate planning, voluntary disclosures and tax dispute resolution including tax litigation. Contact David at david@taxpage.com.

Recent Blog Posts By David J. Rotfleisch

The Tax Court Of Canada's new fast track settlement conference system, post the COVID-19 pandemic

Tax lawyer and accountant David Rotfleisch looks at the ramifications of trying to clear the Tax Court's backlog of cases

A Canadian tax lawyer's perspective of tax audits of COVID-19 tax fraud claims

The government will be looking out for those attempting to abuse the system, says David Rotfleisch

Duque V. The Queen: Analysis and comments on director's liability

David Rotfleisch on how the 2020 Federal Court of Appeal decision clarifies tax law for directors challenging an underlying assessment

The taxpayer's onus of proof in tax litigation: A Canadian tax lawyer's analysis

Tax lawyer and accountant David Rotfleisch looks at the case law for taxpayers challenging the Canada Revenue Agency

Tax residence of Canadian airline pilots: No simple answer

Tax Court cases illustrate subtlety of determining tax residence

Civil penalties for third-party tax advisors

Ploughman v The Queen and its implications for Canadian accountants

CEWS forms for COVID-19 relief will lead to tax fraud, fuel cash economy

Those who don’t remember tax history are doomed to repeat it, says David Rotfleisch

Equity, deadline and when CRA is at fault

A Canadian tax lawyer analysis of Dutka v. The Queen

Suing the Canada Revenue Agency for negligence

Upper level costs awarded to CRA in lengthy accounting case over SR&ED credits

The Tax Court Of Canada tests a new procedure – The Preliminary Ruling Docket

2020 initiative driven by increased objections, case backlog

1074022 B.C. Ltd. v. Li: The need for legislative reform

A misinterpretation of section 116 of the Income Tax Act in a BC real estate case

Scott v The Queen: The importance of evidence

How two brothers came under the scrutiny of the Tax Court of Canada

Donor Beware: The pitfalls of participating in a donation tax shelter

The Tax Court of Canada case Abreo v. The Queen

The case of Muir v The Queen

Tax Court of Canada allows appeal over a section 160 assessment by the CRA

Hamad v. The Queen

Canadian tax lawyer and accountant David Rotfleisch on due diligence In director liability for taxes

Tax Law Analysis: Recent CRA guideline regarding cryptocurrency

Tax laywer and accountant David J. Rotfleisch on how the CRA sees cryptocurrencies

Bakorp Management: A milestone case for Canadian income tax law

Part I, Bakorp Management Ltd. v. Her Majesty The Queen: Choice of venue matters

Friedman: The conflict between CRA civil audits and the Canadian Charter

David Rotfleisch looks at Canada (National Revenue) v. Friedman

Canadian tax issues involving the concept of agency

Three examples as an introduction to Canadian tax issues involving agency

The tax implications of condo flipping

The primary issue for condo flippers is categorization, says David Rotfleisch

Insight: Treaties impacting on taxation

A primer from David Rotfleisch on bilateral tax agreements

Why taxpayers cannot rely on advice from the CRA

Taxpayer reassessed for acting on information given to him by the CRA

Director dodges vicarious tax liability by proving resignation

Singh v The Queen (2019 TCC 120)

Corporate amalgamation deemed an avoidance transaction

David J. Rotfleisch looks at Birchcliff Energy Ltd. v. The Queen

A caution to Canadian tax planners: Eyeball Networks Inc. v The Queen

A Butterfly reorganization might trigger derivative tax liability