David Rotfleisch

Popular Topics

Tax Technology Finance and Banking Employment and HR

David Rotfleisch’s articles from Rotfleisch & Samulovitch P.C. are most popular:

with Senior Company Executives, HR and Finance and Tax Executives
with readers working within the Accounting & Consultancy, Aerospace & Defence and Business & Consumer Services industries
within Finance and Banking, Employment and HR and Tax topic(s)
in Africa, Canada and North America

DETAILS

Canada

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RANKINGS

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This author falls within the Top 20% for their listed topics and industry categories. Based on Mondaq users readership, this author is ranked as VERY POPULAR in Canada

AUTHORS CONTENT

Canadian Tax Treatment Of Prediction Market Gains And Losses: Polymarket, Kalshi, Event Contracts, And Other Predictive Markets

How The Principal Residence Tax Exemption Works In Canada: Eligibility Requirements, Property Flipping Rules, And Common CRA Tax Traps

Foreign Pension Income Taxation – A Canadian Tax Lawyer Analysis

When The CRA Recharacterizes Capital Gains As Business Income: Happy Valley Farms, Stewart V. Canada, And The Legal Framework Governing CRA Tax Audits And Reassessments

How To Sell Your Family Business To Your Children Using Bill C-59 ‘Intergenerational Business Transfer Tax Rules’ Of The Income Tax Act (ITA)

Canada’s Tax Act Is Too Complex: Complaints About CRA Rise 27% Despite Recent Automated Tax Filing, Call Centre Failures, Processing Delays, Poor Communication

FIFA World Cup 2026 And Canadian Tax: What Short-Term Renters, Businesses, And Bettors Need To Know

The Clear Line Between CRA’s Tax Audit Vs. A Criminal Tax Investigation: Why R V Jarvis Is The Most Important Tax Case For Canadian Taxpayers

How To Claim The Medical Expense Tax Credit In Canada: Eligible Expenses, Common Mistakes When Filing With The CRA, And Tax Planning Tips

Paying Employees In Cryptocurrency In Canada: Tax, Payroll Deductions And Considerations

BMLex Avocats Inc. v. The King, 2026 CCI 107 – GST/HST Installment Interest Despite A Tax Credit? Tax Court Confirms That Taxpayers Must Provide Clear Instructions To Apply Refund Balances

Qureshi v. The King -Pre-Construction Condominium Flipping, Principal Residence Claims, And GST Builder Liability – Tax Court Rejects Taxpayer’s Attempt To Treat $456,000 Profit As Tax-Free

Why Interest On Foreign Tax Arrears Is Not Deductible: Canadian Tax Lawyer Explains Tax Court Decision In Bank Of Montreal v. The King, Paragraph 18(1)(a)

Stewart v. Canada: Canadian Tax Lawyer Explains Why Supreme Court Of Canada (SCC) Changed ‘Source Of Income Test’ To Include Legitimate Business Losses, Unsuccessful Ventures

CRA Net Worth Audit Lawyer Canada: How Taxpage.com Successfully Argued Tax Court Of Canada Appeal, Reducing Client’s CRA Tax Reassessment By $400,000+ And Eliminating Gross Negligence Penalties

From 4% Random Selection To 100% Audit Risk: How CRA’S AI-Driven Audits Are Changing Tax Enforcement For Canadians

The Complete Guide To The New Canada Groceries And Essentials Benefit (CGEB): Eligibility, Payment Dates, CRA Rules, And Taxpayer Rights

Canadian Influencer Tax Guide: CRA Audit Risks, GST/HST Rules, Cryptocurrency Income, Foreign Reporting, And Tax Planning Strategies

Is A Ransom Payment For Kidnapped Executives Tax-Deductible In Canada? A Canadian Crypto Tax Lawyer's Analysis

CRA Rejects Unreasonable Expenses For Commissioned Employees, Despite Having Filled Out Form T2200

AWARDS

Spring 2026 Award for Compliance in United States

Italy's Rising Tax Evasion Vs The United States' Is Higher, Even With The Voluntary Disclosure Program (VDP)

Spring 2026 Award for FinTech in United States

Italy's Rising Tax Evasion Vs The United States' Is Higher, Even With The Voluntary Disclosure Program (VDP)

Spring 2026 Award for Employment and HR in United States

Employment and HR

401(k) And IRA Contribution Limits For 2026: Retirement Savings, Adjustments For Inflation, And SECURE 2.0 Changes American Taxpayers Must Know About

Spring 2026 Award for Real Estate and Construction in Canada

Real Estate and Construction

A Canadian Tax Lawyer's Updated Guide On Non-Resident Trusts In Canada

Spring 2026 Award for Finance and Banking in Canada

Finance and Banking

The CRA Issues A New Income Tax Folio On 'Deemed Interest Benefit On Shareholder Loans And Debts': How Is It Treated For Tax Purposes?

Spring 2026 Award for Compliance in Canada

Understanding CRA Form T106 And How It Compares To U.S. Reporting Requirements

Spring 2026 Award for Technology in Canada

How To Master The 24-Month Holding Period Requirement For QSBC Shares And Lifetime Capital Gains Exemption In Canada

Spring 2026 Award for FinTech in Canada

How To Master The 24-Month Holding Period Requirement For QSBC Shares And Lifetime Capital Gains Exemption In Canada

Spring 2026 Award for Immigration in Canada

CRA's 'Deemed Disposition' Explained: It's A Departure Tax For Individuals Emigrating From Canada To Live Elsewhere

Autumn 2025 Award for Employment and HR in Canada

Employment and HR

Canadian Tax Traps For Professional Athletes Entering, Leaving, Or Playing In Canada: Tax-Planning Considerations For Cross-Border Professional Athletes

Autumn 2025 Award for FinTech in Canada

Canada Revenue Agency Tightens Oversight On Cryptocurrency Transactions: What You Need To Know Now

Autumn 2025 Award for Media, Telecoms, IT, Entertainment in Canada

Media, Telecoms, IT, Entertainment

How Are Professional Poker Winnings Taxed In Canada? Taxable Business Income And Non-Taxable Hobbies: Fournier-Giguère V. Canada Et. Al., 2025 FCA 112

Autumn 2025 Award for Finance and Banking in Canada

Finance and Banking

The CRA Issues A New 'Income Tax Folio' On How Shareholder Loans And Debts Are Treated

Autumn 2025 Award for Real Estate and Construction in Canada

Real Estate and Construction

Case Commentary: 1351231 Ontario Inc. v The King – Why GST/HST Must Be Paid On The Sale Of A Residential Unit Used For Airbnb

Spring 2025 Award for Government, Public Sector in Canada

Government, Public Sector

FINTRAC And CRA Team Up To Combat Money Laundering The Proceeds Of Tax Evasion Using Real Estate

Spring 2025 Award for Finance and Banking in Canada

Finance and Banking

Year-End Tax Planning For Tax-Free Savings Accounts: Top TFSA Moves You Should Make Before The End Of 2024

Spring 2025 Award for Real Estate and Construction in Canada

Real Estate and Construction

A Comprehensive Guide To Tax For Canadian Property Owners, Investors In Canadian Property Part III: Tax Obligations For Long-Term And Short-Term Rentals

Autumn 2024 Award for FinTech in Canada

How To Claim A Tax Loss & Tax Deductions For Victims Of 'Pig Butchering' Fake Crypto Investment Scams Tip: Tips From A Canadian Tax Lawyer

Spring 2024 Award for Immigration in Canada

How To Legitimately Defer The Worst Of Canada's ‘Departure Tax' When Becoming A Non-Resident And Moving To Another Country

Autumn 2023 Award for Technology in Canada

Binance Bids Canada Bye-Bye! Canadian Tax Implications For Cryptocurrency Investors And Traders

Autumn 2023 Award for FinTech in Canada

Binance Bids Canada Bye-Bye! Canadian Tax Implications For Cryptocurrency Investors And Traders

Spring 2023 Award for Employment and HR in Canada

Employment and HR

Canadian Tax Treatment Of Roth Individual Retirement Arrangement (Roth IRA)

Spring 2023 Award for Real Estate and Construction in Canada

Real Estate and Construction

Everything You Need To Know About The Underused Housing Tax (2022), On Vacant Or Underused Housing In Canada

Spring 2023 Award for FinTech in Canada

The Canadian Income Tax And Cryptocurrency Staking: Knowing The Income-Tax Consequences For Canadians In The Validation Of Cryptocurrency Transactions In Proof-Of-Stake Blockchain

Autumn 2022 Award for FinTech in Canada

Binance's Exit From Ontario Amid Regulatory Action By OSC

Spring 2022 Award for Employment and HR in Canada

Employment and HR

Employee Stock Options Tax Treatment: Canadian Tax Lawyer's Guide

Spring 2022 Award for Finance and Banking in Canada

Finance and Banking

TFSA Tax: Canadian Tax Lawyer Guidance

Autumn 2021 Award for Intellectual Property in Canada

Intellectual Property

Canadian Income Tax Implications Of Buying & Selling Blockchain NFTs

Autumn 2021 Award for FinTech in Canada

Binance's Exit From Ontario Amid Regulatory Action By OSC

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