The Advisors Table Podcast

💡 The Canada Revenue Agency is currently in the most aggressive five weeks of its fiscal year. The Auditor General found that approximately 40% of audit files are closed in February and March. That means tighter deadlines, faster reassessments, and increased pressure to finalize files before March 31. In this video, I break down: • Why 65% of objections are decided fully or partially in the taxpa...

Should you invest personally or corporately? It sounds like a simple question — but for business owners in Canada, the answer can mean tens or even hundreds of thousands of dollars in tax differences over time. In this episode of Advisors Table, we break down the real differences between investing inside your corporation vs. investing personally. In this episode, we unpack: • The difference betwee...

Two business owners sold nearly identical companies for $3 million each. One paid $800,000 in tax. The other paid close to zero. In this video, I break down the five tax mistakes that created an $800K difference — and a real deal that collapsed entirely because nobody planned ahead. In this episode, we cover: • How treating tax as an afterthought can cost you hundreds of thousands • Why failing to...

Helping your family should not create a tax problem. But in Canada, that is not always the case. In this episode of The Advisors Table, we discuss how ordinary family decisions — gifting money, transferring property, helping a child invest, or using a shareholder loan — can trigger serious and often unexpected tax consequences. In this episode, we break down: • Why helping your kids can trigger ta...

You might be losing $334,000 in tax savings right now. If you're a Canadian business owner with excess cash, investments, or intercompany loans inside your operating company, you could be blocked from claiming your $1.25 million Lifetime Capital Gains Exemption (LCGE). In this video, I break down: • The 3 tests your company must pass to qualify for the LCGE • Why most business owners fail the...

In this episode of Advisors Table, we break down the hidden risks executors face when handling an estate, and why “doing everything right” still isn’t always enough to protect you from CRA reassessments, penalties, and personal liability. From Reddit stories about 30+ years of non-filing to real-world cases where executors were forced to pay tax bills out of their own pockets, this conversation wa...

You lost a CRA audit and received a Notice of Reassessment. Does that mean it’s over? No. In this episode, I break down what actually happens after you lose an audit — and why filing an objection can still change the outcome. We cover: • What a CRA objection really is • The strict deadlines you cannot afford to miss • What happens to the tax balance while your objection is under review • When CRA...

A family builds $7.9 million over a lifetime — and loses more than $5 million after one accident. In this episode of Advisors Table, we walk through a real-world estate scenario where death triggers a chain reaction of personal tax, corporate tax, probate, and double and triple taxation. The result: over 60% of the family’s wealth disappears — not because of bad investments, but because of missing...

In this episode of Advisors Table, we walk through a real-world family wealth and tax planning scenario that many parents never expect to face: what happens when a “gift” to help a child buy a home collides with separation, divorce, and tax rules. This conversation highlights how undocumented gifts and misunderstanding CRA rules can leave parents with no protection — and no recovery. In this episo...

How CRA Tracks Crypto Wallets — Even When You Think You're Anonymous Most crypto traders believe their wallets are private. They're not. In this episode of Advisors Table, we break down how CRA goes from your name to your wallet — and from one transaction to your entire crypto history. From exchange data and blockchain analysis to bank reporting and global crypto disclosure frameworks, thi...

With a $22B budget and over 53,000 employees, the Canada Revenue Agency (CRA) isn’t relying on random selection. It’s using risk models, industry benchmarks, data matching, and third-party reporting to identify patterns that stand out. If you’re a business owner, contractor, investor, or high-income earner, this episode shows how CRA’s audit machine actually operates behind the scenes — what trigg...

In 2017, a man flipped a house in Toronto and made a $250,000 profit. Six years later, CRA audited him and hit him with a $1.167 million tax bill. This isn't a clickbait headline. It's a real audit case — and it could happen to anyone. In this video, I break down exactly how a $250,000 profit turned into a $1.167 million tax nightmare, and what we did to fight it. In This Episode, We Cover...

According to Statistics Canada, approximately 500,000 people left Canada in 2024 — a staggering number that raises serious questions about affordability, taxation, and long-term planning. In this episode of Advisors Table, we unpack why more Canadians — especially professionals and business owners — are considering leaving Canada, and the often-overlooked tax consequences that come with that decis...

If you earned income from crypto, flipped real estate, or operate through a corporation, there's a strong chance you're already on CRA's radar going into 2026. In this video, I break down the three audit patterns CRA is targeting most aggressively — based on real audit files I'm seeing every week — and the exact triggers that are leading to reassessments. CRA is no longer "tak...

2025 was absolutely wild for Canadian taxes. Let’s recap the chaos. Remember the GST holiday mess in December 2024? That was just the beginning. Chrystia Freeland resigned. Trudeau fell. Trump got elected and inaugurated. The capital gains tax became a legal nightmare. CRA got sued for enforcing rules that didn’t exist. The federal election shocked everyone. And through it all, CRA tried to go dig...

When you die owning a corporation in Canada, the CRA can take up to 80% of its value through layers of taxation — leaving your family with almost nothing. In this video, I break down how this actually happens using a simple $1 million corporation example, and why most business owners only discover this problem when it's already too late. You'll learn: • How CRA applies a deemed disposition...

Welcome to Episode 4 of Advisors Table. In this episode, we walk through a real client scenario that highlights the risks of taxes on death and corporate structure planning. Learn how poor planning can lead to rushed asset sales and lost value — and how careful structuring can protect families and businesses. In this episode, we cover: • How taxes on death are calculated in Canada • Risks founders...

The Canada Revenue Agency has officially ended a 14-year moratorium, putting incorporated truck drivers across Canada at risk of Personal Services Business (PSB) reclassification — which can mean higher taxes, denied deductions, and larger reassessments. In this video, you'll learn: • What the CRA's moratorium was and why its removal matters • Why Budget 2025 allocated $77 million to enfor...

Welcome to Episode 3 of Advisors Table — where we break down the CRA’s Voluntary Disclosure Program (VDP) and the practical implications of the 2025 changes. In this episode, we uncover: • The difference between prompted vs. unprompted disclosures and why it matters • How CRA letters, limited reviews, questionnaires, and public leaks can affect your VDP status • Why timing and connection of issues...

The 2024 AMT changes created some of the strangest tax outcomes in Canada — including situations where you can lose money or donate to charity and still owe a major tax bill. In this video, I break down what changed with the Alternative Minimum Tax (AMT), why tax bills are suddenly higher, and two real examples every founder, investor, and donor should understand. Watch to learn how AMT works and...

Welcome to Episode 1 of Advisors Table — where we unpack what it truly means to be sale-ready. In this episode, we discuss: • What “sale-ready” actually means • How structuring early can save millions in tax • QSBC shares & the $1.25M LCGE • The CRA’s 24-month holding rule • Purification: what it is & why it matters • Asset sale vs. share sale • How trusts multiply the LCGE • Life insuranc...

Welcome to Episode 1 of Advisors Table — where we unpack what it truly means to be sale-ready. In this episode, we break down: • What “sale-ready” actually means • How structuring early can save millions in tax • QSBC shares & the $1.25M LCGE • The CRA’s 24-month holding rule • Purification: what it is & why it matters • Asset sale vs. share sale • How trusts multiply the LCGE • Life insur...