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

Barrs v The Queen: Taxpayer relief under S.220(3.1)

Canadian accountant and tax lawyer David J Rotfleisch on a Federal Court of Appeal case involving a CRA's review officer's failure to engage with a request for equitable treatment

MNR v Zhao: CRA collection action when there are reasonable grounds for delay

Canadian accountant and tax lawyer David J Rotfleisch on the Canada Revenue Agency’s successful jeopardy order in a high-profile BC real estate case

Tax pipeline planning: A Canadian tax lawyer's guide and case study

A pipeline plan is a tool used to avoid paying tax on dividends to pay tax on capital gains explains David J Rotfleisch

FCA overturns Tax Court's decision because the CRA's evidence was about the taxpayer’s spouse

Canadian accountant and tax lawyer David J. Rotfleisch on the Khanna v The Queen decision by the Federal Court of Appeal, which overturned a Tax Court ruling

The Queen v Paletta – The legal test for business income

Tax lawyer and accountant David J. Rotfleisch on the CRA's successful appeal of a Tax Court of Canada ruling regarding foreign currency trading

Zvilna v. The Queen: Director's liability for unpaid taxes, a note of caution to directors

Tax lawyer and accountant David J. Rotfleisch on the successful appeal of a director’s liability assessment before the Tax Court of Canada

Transferring cryptocurrency to a bare trustee or holding cryptocurrency as a bare trustee

Tax lawyer and accountant David Rotfleisch on Canadian cryptocurrency tax planning through the use of bare trusts

A Canadian tax lawyer's guide on net worth assessments – Halls v The Queen, 2022 TCC 14

Canadian accountant and tax lawyer David Rotfleisch on a net worth assessment win for the CRA involving a taxpayer's record keeping

How to use BVI or other offshore non-CCPCs to save tax on investment income

Canadian tax lawyer and accountant David Rotfleisch the risks (and rewards) of the British Virgin Islands tax avoidance strategy

A Canadian tax lawyer's perspective on income tax statute-barred periods

David J Rotfleisch on the timing legalities of reassessments

A Canadian tax lawyer's perspective on Tax Court of Canada minutes of settlement vs. consent to judgment

David J Rotfleisch on settling a dispute prior to a hearing in Tax Court

RRSP double taxation from overcontribution

Tax lawyer and accountant David J Rotfleisch on double taxation and relief

Reeves v the Queen & applicability of the GST/HST new housing rebate

Tax lawyer and accountant David J Rotfleisch on why a homebuyer was denied the new housing rebate by the Tax Court of Canada

Tax Court rules that gift of shares of a private corporation to a foundation was ineligible for a charitable tax credit

Tax lawyer and accountant David J Rotfleisch on gifting non-qualifying securities such as a promissory note to a registered charity

What can a taxpayer do if a CRA decision letter is unclear?

Canadian accountant and tax lawyer David J Rotfleisch on a recent Federal Court decision against Canada Revenue Agency

A Canadian tax lawyer's scary taxes for Halloween

From Halloween candy to the Halloween Massacre, David Rotfleisch on the tricks and treats of recent Canadian tax history

Analysis: Tax litigants may amend their arguments during a trial

Canadian tax lawyer and accountant David J Rotfleisch analyzes Canada v. Pomeroy Acquireco

Canadian income tax - proposed First Home Savings Account

David J Rotfleisch on the Liberals' proposed tax favoured savings account

Dale et al. v the Queen – Timing on issue of shares in Section 85 rollover

Tax lawyer and accountant David J. Rotfleisch on a successful appeal of a Tax Court decision

Contesting a will in Ontario: Canadian tax lawyer guide

Provincial legislations are carefully crafted to include provisions that infringe upon and restrict an individual's testamentary freedom, says tax lawyer and accountant David J Rotfleisch

Electing out of spousal rollover on death

Toronto Tax Lawyer and Accountant David J Rotfleisch explains when, with proper estate planning, it is possible to achieve a substantially better tax outcome

Tax Clearance Certificates: Canadian Tax Lawyer Guidance

Tax clearance certificates can be beneficial but may also trigger scrutiny from the Canada Revenue Agency. Canadian tax lawyer and accountant David J Rotfleisch explains

Voluntary Disclosure Applications: Canadian Tax Lawyer's Guide

Canadian tax lawyer and accountant David Rotfleisch looks at a recent Federal Court ruling on voluntary disclosure (4053893 Canada Inc.)

Tax Court won't uphold gross-negligence penalties: Taxpayer not aware of accountant errors

Canadian tax lawyer and accountant David Rotfleisch explains the case of Frank-Fort Construction in the Tax Court of Canada

Alberta Court rejects CRA's duty of care to taxpayers

David Rotfleisch explains the Signal Hill Manufacturing case and duty of care