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David Rotfleisch and Enchantee

David J. Rotfleisch

CPA, JD


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:

crying woman with receipts

Supreme Court of Canada applies GAAR (General Anti Avoidance Rule) in Deans Knight Income v. Canada, Dismissing Taxpayer’s Appeal

man filling out papers on table with a gavel

CRA’s ex parte Jeopardy Order Application Must Provide Full and Frank Disclosure: Guidance from a Canadian Tax Lawyer

Picture of man hands giving keys to woman’s hands

Tax Court of Canada Rules that Vendor Avoids Derivative Tax Liability When Selling Property to Tax-Motivated Arm’s-Length Buyer; The Transaction Also Failed to Trigger the General Anti-Avoidance Rule

Image of El Rancho restaurant

5 Important Tax Deductions for Every Small Business in Canada

City Hall in Canada

Considering a Move to Canada? Income Tax for Permanent Residence for Wealthy Immigrants

neon green honkey tonk sign

Self-employed, Canadian Onlyfan and other Sex Workers Earning More than $30,000 Annually Must Collect and Remit GST/HST

Canadian Shopify Merchants Beware: The Canada Revenue Agency Is Coming

Man in plaid shirt holding out money

A tax guide to employee allowances and reimbursements for Canadian businesses: What are the differences?

female influencer filming herself on iphone with equipment

How Social Media Influencers are Taxed in Canada: income earned via Instagram, YouTube, WhatsApp, TikTok, Pinterest, Reddit, Facebook

man and tax auditor on either side of desk reviewing paperwork

Fighting with CRA? Pick the Right Forum for Tax Disputes: Federal Court or Tax Court that has Jurisdiction

Get your CRA tax issue solved


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