Archive for Category: Income Tax Planning

Organized business records on an office desk, including receipts, financial documents, labeled binders, a calculator, notebook, and laptop displaying a spreadsheet, representing the importance of detailed record-keeping for Canadian business tax deductions.

Why Detailed Record-Keeping is Critical to Deducting Business Expenses with CRA: A Canadian Tax Lawyer Analyzes Lessons of Tax Court Case Bobic v. The King

Overview — Establishing Business Deduction Entitlement through Procedural Diligence The case of Bobic v. The King, 2026 TCC 114, serves as a poignant reminder of the critical importance of record-keeping for small business owners in Canada, where the CRA, ultimately made significant concessions, which the Tax Court noted were...

Read More
Couple sitting at desk with coffee, calculator and paperwork discussing taxes

Federal Court of Appeal Overturns Tax Court’s Decision and Vacates Gross-Negligence Penalties because the Canada Revenue Agency’s Evidence was Exclusively About the Taxpayer’s Spouse: Khanna v The Queen, 2022 FCA 84 – A Canadian Tax Lawyer’s Analysis

Penalties Canada’s tax statutes contain various penalties that seek to curb non-compliance. A gross-negligence penalty aims to punish a taxpayer whose conduct “involves a high degree of negligence tantamount to intentional acting, an indifference as to whether the law is complied with or not”: Venne v R., 84 DTC...

Read More
Repeated Failure to File Income Tax Penalty

Repeated Failure to File Income Tax Penalty

Introduction – Repeated Failure to File Income Tax Penalty Under Canada’s income tax system, taxpayers are required to calculate, report and pay their taxes in accordance with the applicable deadlines. In particular, the deadline to file 2020 taxes is April 30th 2021 for individual taxpayers and June 15th 2021...

Read More