The Advisors Table Podcast

The Advisors Table Podcast

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The Advisors Table Podcast episodes

  • CRA’s 3 Biggest Audit Targets in 2026

    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 "taking a guess." They're pattern-matching data across platforms, pulling third-party records, and using automated analytics. Many taxpayers don't realize they're exposed until the audit letter arrives.

    In this video, you'll learn:

    • How CRA is using automated data matching and platform reporting to flag audits

    • Why real estate flips (and the 365-day rule plus HST) are still triggering reassessments

    • Why incorporated workers are being audited under Personal Services Business (PSB) rules

    • Why crypto audits are accelerating — especially staking income and weak record-keeping

    • How upcoming international crypto reporting will expand CRA visibility in 2026

    • What to do before an audit starts — and how to respond if you're selected

    If you fall into any of these groups — crypto, real estate, or incorporated work — this is not something to ignore.

    Full episode breakdown and free tax resources:
    theadvisorstable.com

    Looking for trusted tax expertise?

    Contact Sunny Jaggi at Cedar Consulting Group:
    [email protected]

    Website:
    cedargroup.ca

    Subscribe for upcoming deep-dives on CRA audits and enforcement.

    Comment below: What audit trends or CRA patterns are you seeing heading into 2026?

    #AdvisorsTable #CRA #CRAAudit #CryptoTax #RealEstateTax

    17 min
  • Canada Tax Wrapped 2025 (It was Bad)

    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 digital… and it went about as well as you’d expect.

    In this episode of The Advisors Table, Parveen and I walk you through what actually happened inside CRA and Finance Canada in 2025.

    What we cover:

    • CRA’s forced digital shift and the end of paper correspondence
    • Service delays hitting all-time lows
    • Charlie the Chatbot and phone line accuracy disasters
    • The representative login nightmare accountants are dealing with
    • Lifetime capital gains exemption increases and CRA reassessment errors
    • The proposed capital gains rate increase and resulting chaos
    • The widening gap between policy intent and real-world implementation
    • CRA’s 100-day plan to fix the mess

    This isn’t just a recap — it’s a deep dive into how government policy actually gets implemented (or doesn’t) and what it means for business owners, taxpayers, and advisors navigating the system.

    If you felt the chaos firsthand in 2025, you need to hear this. If you’re wondering why your CRA experience has been terrible, this episode explains everything.

    Subscribe for weekly episodes.

    Watch now and leave your comments below.

    Timestamps:

    00:00 – CRA is going digital — why it matters
    01:09 – No paper correspondence & the risk of missing notices
    02:23 – Interest and penalties hitting taxpayers due to missed communication
    02:44 – Everything now in online CRA accounts (PDF notices, requests, audits)
    11:40 – When you don't have logins — deadlines still run anyway
    21:13 – The “100-day plan” and service improvement promise
    32:43 – Complex files, slower processing, and backlog challenges
    36:40 – Delay standards vs. reality — 30 days vs. months
    37:26 – Frustration isn’t about CRA staff — it’s systemic
    38:47 – Call center accuracy issues (17% personal / 54% business)
    41:08 – $18M chatbot “Charlie” and the digital automation push
    48:51 – Who is responsible when CRA gives bad guidance?
    56:42 – Small business owners unprepared for a fully digital system
    01:04:05 – Digital divides: seniors, families, and accessibility issues
    01:12:52 – Policy vs. implementation gap — where systems fail
    01:24:00 – Cash flow stress, refunds, and objection wait-times
    01:31:38 – Key takeaways — what business owners must do moving forward


    1 hr 16 min
  • CRA Takes 80% When You Die

    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 when you die

    • How a $1M corporation can trigger over $800K in total taxes

    • How capital gains tax, dividend tax, and corporate tax stack together

    • What "double" and "triple" taxation really mean in practice

    • What post-mortem tax planning is

    • What strategies can reduce the tax outcome from approximately 80% down to approximately 27%

    • Why this issue affects employees, jobs, and entire communities — not just owners

    • The three questions every incorporated business owner must ask their tax advisor

    Here's the blog related to this topic on our website:
    theadvisorstable.com

    If you own a corporation, this is something you cannot afford to ignore. Without planning, years of work can disappear to taxes in a single event.

    Blog: "5 Questions to Ask Your Advisor" checklist at theadvisorstable.com

    Subscribe for more practical Canadian tax and business insights.

    Comment if you've seen this happen in real life — or if you want a second set of eyes on your situation.

    #AdvisorsTable #CanadianTax #EstatePlanning #BusinessOwners #CRA

    13 min
  • The $10M Tax Bill When a Business Owner Dies

    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 face when planning is delayed
    • Hidden tax and probate exposure
    • What purification is and why it matters
    • Estate freezes and family trust strategies
    • Lifetime capital gains exemptions and maximizing them
    • Post-mortem tax — double and triple taxation after death
    • The importance of updated wills, trustees, and replacement trustees
    • Executor risk and the importance of CRA clearance certificates

    Take action now: understand your options, plan effectively, and protect your family and business from unexpected tax surprises.

    Subscribe for weekly episodes.

    Watch now and leave your comments below.

    Timestamps:

    00:00 - Introducing the Case Study: Robert's $10 Million Tax Bill
    02:30 - The Discovery Phase: Gathering Financial Information
    04:40 - Understanding Family Dynamics and Objectives
    07:45 - The Role of the Executor and Estate Administration
    11:10 - The Liquidity Problem and Fire Sales of Assets
    14:30 - Probate Fees and the Ontario Estate Administration Process
    18:30 - Exploring Estate Planning Options: Gifting vs. Estate Freeze
    22:30 - The Family Trust as a Flexible Tool for Control and Growth
    26:30 - Trustees, Beneficiaries, and the 21-Year Rule
    31:00 - Addressing Non-Resident Beneficiaries and Tax Implications
    35:30 - Lifetime Capital Gains Exemption and Purification Strategies
    40:30 - Updating Wills and Using Primary/Secondary Will Strategies
    44:30 - Life Insurance as a Liquidity Solution for Tax Liabilities
    48:30 - Uncovering Delinquencies: Foreign Reporting and Minute Books
    52:30 - The Clearance Certificate and Finalizing the Estate
    56:30 - The Problem of Double or Triple Taxation on Death
    01:01:30 - Post-Mortem Tax Planning: Pipeline, Bump, and Loss Carryback
    01:05:30 - Creating a Summary for the Executor and Ongoing Adviser Coordination
    01:10:00 - Final Thoughts: Estate Planning as a Collaborative, Essential Process

    1 hr 39 min
  • CRA Ends 14-Year Break - Truckers Losing Millions

    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 enforcement in this area

    • What a Personal Services Business (PSB) is and how the CRA defines it

    • The employee vs. contractor test the CRA uses for truck drivers

    • Why the CRA and labour authorities are now sharing information

    • Practical steps incorporated drivers and trucking companies should take now

    If you're an incorporated truck driver, owner-operator, or run a trucking company using contractors, this is not something you can afford to ignore.

    Free Resource: Download the Employee vs. Contractor Checklist for Truckers at theadvisorstable.com

    Subscribe for more Canadian tax and business insights.

    Comment if you have questions — or if you'd like a follow-up video on voluntary disclosures or PSB audits.

    #AdvisorsTable #CRA #TruckDrivers #PersonalServicesBusiness #TaxAudit #DriverInc #CanadianTax #TruckingIndustry

    15 min
  • CRA Voluntary Disclosure Program 2025 Explained | What’s Changed & What It Means

    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 determine whether your disclosure is considered prompted

    • How to handle missing records and still make a valid disclosure

    • Common fears: Will CRA see me as a “problem taxpayer”? Could future audits or inherited assets be affected?

    • Why the VDP isn’t a planning tool or “second chance” loophole

    • What to expect in terms of penalties, interest relief, and CRA discretion


    Take action before CRA comes knocking. Know your options, reduce penalties, and get clarity.


    Subscribe for weekly episodes.


    Watch now and leave your comments below.


    Timestamps:


    00:00 - Introducing the Voluntary Disclosure Program (VDP)

    01:30 - Overview of the VDP and Recent Changes

    02:45 - Purpose and Benefits of the VDP

    04:35 - Key Conditions for VDP Eligibility

    06:15 - Understanding “Voluntary” and the New Tracks

    09:30 - Impact of Third-Party Leaks on Eligibility

    11:45 - Defining “Complete” and “Accurate” Disclosures

    16:20 - Challenges with Data Collection and Estimation

    19:45 - Relief Offered: Prompted vs. Unprompted Tracks

    22:15 - Comparing the Old and New VDP Programs

    26:00 - The VDP Application Process and RC199 Form

    29:10 - Grounds for VDP Application Denial

    31:45 - Making a Second VDP Submission

    35:50 - Transition from the Old to New Program

    38:10 - Practical Examples: Prompted vs. Unprompted

    44:30 - Addressing Common Concerns and Misconceptions

    49:05 - Fairness and the VDP as a Planning Tool

    52:40 - Risks of Disclosure and CRA Discretion

    56:20 - Practical Advice and Seeking Professional Help

    59:45 - Long-Term Reputational and Future Implications


    1 hr 24 min
  • Strange Tax Scenarios: Paying Taxes Without Making Money or Donating Big!

    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 how to plan around it.

    #TaxPlanning #CanadianTaxes #AMT #AlternativeMinimumTax #TaxStrategy

    9 min
  • We Can’t Build Affordable Housing While Taxing It Like A Luxury Tax

    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 insurance inside an InvestCo
    • Buyer-side due diligence
    • Hidden liabilities that kill deals
    • Succession & intergenerational planning
    • Bill C-208 and selling to your children

    Timestamps:

    00:00 — Introduction to the Business Exit Process
    01:37 — Understanding the Exit as a Multi-Year Journey
    04:01 — Identifying and Evaluating Potential Buyers
    08:55 — Aligning Buyer Type with Seller Intentions
    11:32 — Navigating Offers and Initial Negotiations
    15:03 — The Letter of Intent and Due Diligence Phase
    20:33 — Tax Planning and the Lifetime Capital Gains Exemption
    29:40 — Qualifying for the Lifetime Capital Gains Exemption
    36:48 — Case Study: Advanced Planning with an Estate Freeze
    46:22 — Benefits of Using a Family Trust in Succession
    52:45 — Selling to Family: New Rules and Paths
    59:04 — Immediate vs. Gradual Succession to Family
    01:04:50 — Share Sales vs. Asset Sales
    01:10:31 — Case Study: How Poor Structure Can Kill a Deal
    01:13:32 — Key Takeaways and the Importance of Early Planning

    If you’re a business owner planning an exit — or an advisor supporting one — this episode is essential.

    Subscribe for weekly episodes and insights.


    43 min
  • How to Make Your Company Sale-Ready — Structuring Before the Buyer Shows Up

    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 insurance inside an InvestCo

    • Buyer-side due diligence

    • Hidden liabilities that kill deals

    • Succession & intergenerational planning

    • Bill C-208 and selling to your children


    Timestamps:


    00:00 - Introduction to the Business Exit Process

    01:37 - Understanding the Exit as a Multi-Year Journey

    04:01 - Identifying and Evaluating Potential Buyers

    08:55 - Aligning Buyer Type with Seller Intentions

    11:32 - Navigating Offers and Initial Negotiations

    15:03 - The Letter of Intent and Due Diligence Phase

    20:33 - Tax Planning and the Lifetime Capital Gains Exemption

    29:40 - Qualifying for the Lifetime Capital Gains Exemption

    36:48 - Case Study: Advanced Planning with an Estate Freeze

    46:22 - Benefits of Using a Family Trust in Succession

    52:45 - Selling to Family: New Rules and Paths

    59:04 - Immediate vs. Gradual Succession to Family

    01:04:50 - Share Sales vs. Asset Sales

    01:10:31 - Case Study: How Poor Structure Can Kill a Deal

    01:13:32 - Key Takeaways and the Importance of Early Planning


    If you’re a business owner planning an exit — or an advisor supporting one — this episode is essential.


    Subscribe for weekly episodes.


    Watch now and leave your comments below.


    1 hr 37 min

About The Advisors Table Podcast

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Most of the decisions that shape the outcome happen long before the paperwork.