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David Rotfleisch and Enchantee

David J. Rotfleisch


David J. Rotfleisch, a leading Canadian tax lawyer, is not only a certified specialist in taxation but also a chartered professional accountant. Most recently, David is a pioneer in Canadian crypto taxation.

Known for his dual expertise in income tax law and technology, David has a comprehensive background in the computer and IT industry, making him effective and efficient in handling high-tech tax legal issues in software development and intellectual property.

He has served various resident and non-resident businesses and individuals, dealing with matters from simple tax planning to complex estate planning, voluntary disclosure, crypto taxation and tax litigation.

A graduate of McGill University and Osgoode Hall Law School, David became a chartered accountant in 1977 and was admitted to the Ontario bar in 1983. He founded his tax law firm in 1987.

David is the Canadian Tax lawyer that LAW360 (LexisNexis), Canadian Accountant, and international legal publisher MONDAQ turn to for commentary on Canadian taxes.

He is also a prolific blogger and has frequently appeared on radio, TV, and various print and online media who seek his insight and expertise on Canadian tax problems.

As of April 2020, he was one of 12 Ontario Certified Specialists In Taxation™.

Posts by David J. Rotfleisch:

An Aerial Photography of Cargo Containers Near the Ocean

A Canadian Tax Lawyer’s Guide to Get Ready for Delayed Canadian Border Services Agency Assessment and Revenue Management (CARM 2)

Photo of Wooden Gavel

Federal Court of Appeal Overturns GAAR Assessment on the Existence of Alternative Transactions, Leading to No Violation Tax Abuse or Tax Avoidance of GAAR: 3295940 Canada Inc. v The King

Quote Board that says taxes on top of Cash Bills

A Canadian Tax Lawyer Explains the Increased Capital Gains Tax Inclusion Rate

Man Standing Beside Woman On A Stepladder Painting The Wall

Canadian Tax Lawyer Explains CRA’s Policy Positions for Canada’s New Property Flipping Rules

Bearded Man Showing Papers to a Couple Sitting at the Table

TAX UPDATE: CRA Suspends 2023 Tax Returns for Bare Trusts: “Bare Trusts are Exempt from Trust Reporting Requirements for 2023,” says CRA

News Release Tax Facts 2024 Canadian Tax Lawyer David Rotfleisch

Close Up Photography of Person in Handcuffs

Yes, Convicted Criminals Have to Pay Tax in Canada on: Theft, Fraud, Sex Crimes, Gun Running, Human Trafficking, Terrorist Financing, Narcotics, Crypto Scams and Other Evil Deeds

Ice Hockey Players in Box

How International Athletes are Taxed in Canada: Toronto Maple Leafs’ Captain John Tavares Embroiled in Tax Litigation with the CRA – Tavares v. The King, 2024-212(IT)G

A cottage under construction

A Canadian Tax Lawyer Explains the Residential Property Flipping Rule (Bill C-32)

Rejecting offering from man with outstretched hand

What to do When CRA Refuses Taxpayer Relief – A Canadian Tax Lawyer’s Case Commentary on Maverick v HMK, 2023 FC 1728

Get your CRA tax issue solved

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