The Advisors Table Podcast

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 tax for you — not them
• How attribution rules apply to children under 18
• The difference between gifts and loans — and why it matters
• Section 56 family loan rules for adult children
• Why gifting a cottage or property can trigger immediate capital gains tax
• Corporate loans to children and the one-year repayment trap
• Why down payments labeled as “gifts” may not actually be gifts
• Practical ways to help your kids without funding CRA

Understanding the system before you act is how you protect your family’s wealth.

Links:

1. We Can’t Build Affordable Housing While Taxing It Like A Luxury Tax

Looking for trusted tax advice?

Connect with Sankalp (Sunny) Jaggi at Cedar Consulting Group.

Email: [email protected]
Website: cedargroup.ca

Subscribe if you want practical breakdowns of real tax scenarios.

Have you ever been surprised by a tax consequence after trying to help family? Share your experience below.

Timestamps:

00:00 – Gifting money to kids & grandparents: why attribution rules exist
05:40 – How attribution really works and why families usually miss it
11:30 – When the child turns 18: new traps, loans vs. gifts and paperwork mistakes
16:40 – Gifts to adults vs. minors: different rules, same audit risk
22:40 – Registered options for families (RESP, TFSA, RRSP) — what actually helps
28:50 – Documenting gifts and loans properly (what auditors look for)
34:00 – Corporate money for children: why business owners get stuck
38:40 – Shareholder loans vs. employee loans — where people cross the line
43:30 – Shareholder loans and double taxation explained step-by-step
48:50 – Why auditors focus so heavily on shareholder loans
54:30 – Income-splitting rules for business owners (and why they fail so often)
58:30 – The 20-hour rule and other carve-outs that actually work
1:01:00 – Real case: gifting property to a grandchild → double capital-gains tax
1:06:40 – Principal residence exemption and why it doesn’t always save you
1:09:40 – Final warnings, planning checklist, and closing thoughts

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 90% active asset test

• How excess cash, loans to holding companies, and investments can disqualify you

• A real example of a business owner who lost $334,000 in tax savings

• How to "purify" your corporation properly

• Why a Section 55 butterfly reorganization must be done correctly

This applies whether you're planning to sell your business or simply want to protect your family from a massive tax bill at death.

Related Resources:

• Part 1: CRA Tax Rule That Wipes Out Inheritances

• Download the LCGE Qualification Checklist at theadvisorstable.com

Coming Next:

• Part 3: What Rob Should Have Done — estate freezes, succession strategies, spousal trusts, and life insurance

Looking for Trusted Tax Advice?

Connect with Sankalp (Sunny) Jaggi at Cedar Consulting Group.

Email: [email protected]

Website: cedargroup.ca

Subscribe for real-world tax and estate scenarios that show what happens without planning.

Comment below: Has your accountant ever advised you to "purify your corporation" or "clean up your passive assets"?

Legal Disclaimer: This video is based on a real case, but names and some details have been changed to protect client confidentiality. This content is for educational purposes only and does not constitute legal or tax advice. Always consult with a qualified tax professional before making financial decisions.

Timestamps:

00:00 – Rob's $334,000 Tax Mistake (Real Case)

01:47 – The 3 Tests to Qualify for the Capital Gains Exemption

03:22 – Why This Really Matters for Business Owners

03:36 – The 3 Passive Assets That Usually Fail You

05:04 – How to Fix Passive Assets (Simple Options)

06:01 – Butterfly Reorganization and Serious Warning

08:22 – The 12-Month Rule You Must Know

09:15 – What You Should Do This Week (Action Steps)

#TheAdvisorsTable #LCGE #CanadianTax #BusinessOwners #TaxPlanning #EstatePlanning #CorporateTax #SuccessionPlanning

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 walks through how estates are reviewed, why clearance certificates matter, and how past transactions can resurface years later.

This isn’t about fear — it’s about knowing the rules before you’re responsible for someone else’s finances.

In this episode, we cover:

• What an executor is — and why they can be personally liable for unpaid taxes
• What a CRA clearance certificate actually does
• How CRA can reopen old transactions during estate reviews
• How shareholder loans, donations, and business valuations can trigger surprise tax bills
• What probate really costs — and how dual wills can reduce fees
• Why CRA phone advice can still leave you legally responsible
• What you should do today to protect your executor

If you’ve been named as an executor — or plan to name one — this is a conversation you need to hear.

Links:

1. The $10M Tax Bill When a Business Owner Dies

2. CRA Takes 80% When You Die

3. Download the Executor Checklist: theadvisorstable.com/executor

Looking for trusted tax advice?

Connect with Sankalp (Sunny) Jaggi at Cedar Consulting Group.

Email: [email protected]
Website: cedargroup.ca

Subscribe for weekly real-world tax, audit, and planning case studies.

Have you ever been named as an executor, or had to deal with an estate and CRA? Share your experience or questions below.

Timestamps:

00:00 – Reddit case: 34 years of unfiled taxes after death
05:10 – Why executors suddenly discover hidden tax problems
10:45 – What a clearance certificate really protects you from
15:40 – What CRA actually reviews before approving a clearance certificate
20:30 – Why CRA can refuse your certificate (and reopen old years)
26:10 – Real story: legal costs and mini-audit even after doing things right
30:05 – Probate explained: why banks and courts won’t trust executors automatically
35:50 – Dual wills and how probate fees can be reduced
41:40 – Common traps even for people who always filed on time
47:10 – CRA agents giving wrong or incomplete advice
53:10 – Why you should never rely only on CRA phone guidance
58:45 – Preparing your executor before you pass away
1:04:50 – How to choose and confirm the right executor
1:10:40 – Backup executors and building a professional support team
1:18:55 – Final action plan and executor checklist (closing)

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 can still collect (and when they usually won’t)

• Why interest keeps running even if collections are paused

• Realistic timelines — from 4 months to nearly 2 years

• The three most common reasons objections succeed

• The action plan to follow if you've been reassessed

If you’ve already been through an audit — or you’re in one right now — this video will help you make better decisions before time runs out.

🔗 Resources & Guides

For episode breakdowns, tax checklists, blogs, and additional resources, visit:

🌐 theadvisorstable.com

📞 Looking for Trusted Tax Advice?

Connect with Sankalp (Sunny) Jaggi, at Cedar Consulting Group

📧 Email: [email protected]

🌐 Website: cedargroup.ca

🔔 Subscribe for real-world tax, audit, and estate planning scenarios.

👇 Comment below: Have you ever filed a CRA objection or gone through a serious audit?

LEGAL DISCLAIMER: This video is based on a real case, but names and some details have been changed to protect client confidentiality. This content is for educational purposes only and does not constitute legal or tax advice. Always consult with a qualified tax professional before making financial decisions.

#TheAdvisorsTable #CRAAudit #CRAObjection #CanadianTax #TaxAppeal #NoticeOfReassessment #TaxDispute #BusinessOwners

00:00 – You lost the audit… but you still have a real chance

01:40 – Critical objection deadlines & extension rules

03:30 – What really happens to your money and interest during an objection

05:20 – How long CRA objections actually take (backlog & timelines)

07:15 – Why objections often succeed (real outcomes & examples)

09:05 – When it’s NOT worth fighting (costs, fees & strategy)

10:30 – Final action plan and what to do next

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 planning.In This Episode, We Cover:

• What “deemed disposition” means when someone dies in Canada
• Why RRSPs, corporations, and holding companies trigger massive tax bills
• How probate fees are calculated
• Why estates often face a liquidity crisis
• How the Lifetime Capital Gains Exemption can reduced tax
• What double and triple taxation looks like in real life
• Why executors can be personally liable for unpaid taxes

00:00 – A $7.9M estate loses 60% overnight 01:30 – The death rule that triggers instant tax 03:00 – How the $1.9M tax bill is calculated 04:35 – The $669K mistake business owners miss 05:59 – Probate: the hidden tax nobody plans for 07:58 – When assets exist but cash doesn’t 10:07 – How $2M in tax turns into $5M lost If you’re a business owner, investor, or executor, this is a conversation you don’t want to postpone.Links:🔗 CRA Taxes 80% When You Die:    • CRA Takes 80% When You Die  🔗 Download the Estate Planning Guide: https://theadvisorstable.com/what-hap...🔗 Being an Executor Can Cost You Personally:    • Being an Executor Can Cost You Personally  💡 Coming Next:🔗 Part 2 of this video: What Rob and Jenna Should Have Done (estate freezes, LCGE planning, succession strategies, spousal trusts, life insurance)📞 Looking for Trusted Tax Advice?Connect with Sankalp (Sunny) Jaggi, at Cedar Consulting Group📧 Email: [email protected]🌐 Website: https://www.cedargroup.ca/🔔 Subscribe for real-world tax and estate scenarios that show what happens without planning👇 Comment below: do you have a plan for what happens to your corporation at death?LEGAL DISCLAIMER: This video is based on a real case, but names and some details have been changed to protect client confidentiality. This content is for educational purposes only and does not constitute legal or tax advice. Always consult with a qualified tax professional before making financial decisions.

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 episode, we cover:

• Ontario equalization rules explained simply
• The matrimonial home trap
• How parental gifts and inheritances lose protection
• How parents can protect themselves with mortgages, promissory notes, and creditor claims
• Business ownership, spousal shareholders, and forced buyouts
• Family trusts, beneficiary exclusions, and control considerations
• Estate planning strategies that reduce divorce exposure

Planning early can protect both family relationships and family wealth.

Links:

1. The $10M Tax Bill When a Business Owner Dies

Looking for trusted tax advice?

Connect with Sankalp (Sunny) Jaggi at Cedar Consulting Group.

Email: [email protected]
Website: cedargroup.ca

Subscribe for weekly real-world tax, audit, and planning case studies.

Watch now and share your experience in the comments.

Timestamps:

00:00 – Lavish Wedding, Big Money & Unexpected Divorce
04:20 – Parents Giving Money to Married Children: What Can Go Wrong
07:55 – Undocumented Gifts & Why Parents Lose Everything
11:30 – Loans vs. Gifts: How Families Should Structure Money
15:20 – Matrimonial Home vs. Other Assets Explained
19:00 – Introduction to Equalization in Ontario Divorce Law
23:00 – Why Divorce Is NOT a Simple 50/50 Split
27:00 – How Equalization Payments Are Calculated
31:00 – Tax Problems When Assets Are Sold During Separation
35:00 – Timing Matters: Separation vs. Legal Divorce
38:30 – Joint Business Ownership & Divorce Complications
42:30 – Buying Out a Spouse From a Business
46:30 – Business Valuation, Discounts & Real Examples
50:30 – Protecting Family Wealth for the Next Generation
54:30 – Trusts, Prenups & Long-Term Asset Protection

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, this video walks through how crypto audits actually work in real life — not just in theory.

If you've ever moved coins off an exchange, staked, mined, used DeFi, or cashed out to a bank, this episode shows where the audit "choke points" really are.

In This Episode, We Cover:

• How exchanges connect your name to wallet addresses

• Why a single withdrawal can expose full on-chain activity

• What triggers crypto audits

• How bank deposits and FINTRAC reports create audit leads

• The role of DeFi, privacy coins, and offshore platforms

• Investor vs. business classification — and why it changes your tax outcome

• What CARF means for offshore platforms and cross-border reporting (2026–2027)

• What's inside CRA's 54-question crypto audit form

Crypto isn't anonymous. The moment it touches an exchange or a bank, it becomes traceable.

Related Resources:

• CRA's 3 Biggest Audit Targets in 2026

• The Audit Machine: What 53,000 CRA Employees Are Actually Doing

• CRA Voluntary Disclosure Program 2025 Explained

• Additional tax resources available at theadvisorstable.com

Looking for Trusted Tax Advice?

Connect with Sankalp (Sunny) Jaggi at Cedar Consulting Group.

Email: [email protected]

Website: cedargroup.ca

Subscribe for real CRA audit case studies, crypto tax breakdowns, and practical defense strategies.

Comment below if you've been through a crypto review or audit.

Legal Disclaimer: This video is based on a real case, but names and some details have been changed to protect client confidentiality. This content is for educational purposes only and does not constitute legal or tax advice. Always consult with a qualified tax professional before making financial decisions.

#TheAdvisorsTable #CryptoTax #CRAAudit #CanadianTax #DigitalAssets #TaxCompliance #WealthPlanning #Blockchain

Timestamps:

00:00 – Why Crypto Wallets Aren't Anonymous

01:08 – How the CRA Links You to the Blockchain

02:16 – The Biggest Mistake Crypto Users Make

03:20 – How the CRA Tracks Wallet Activity

05:07 – Can You Actually Stay Anonymous?

06:05 – Where Most People Get Caught (Banks)

08:01 – What Happens in a CRA Crypto Audit

10:47 – How to Protect Yourself and Final Advice

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 triggers reviews and audits, and what you can do to reduce your risk before CRA comes knocking.

In this episode, we discuss:

• How CRA identifies “high-risk” taxpayers
• Why refunds and audits can be delayed for months
• The role of tips, third-party reporting, and data matching
• What the “snitch line” is and how it impacts audit selection
• Personal Services Business (PSB) risks for consultants, IT professionals, and contractors
• Industry benchmarks and why being an outlier can trigger a review
• Why CRA call center advice can be unreliable
• How objections and appeals work when you disagree with an assessment
• Real client audit cases that reveal how CRA audits actually unfold

Audits don’t start with a letter — they start with a data point.

Links:

1. CRA Ends 14-Year Break — Truckers Losing Millions

2. Canada’s Wildest Tax Year: 2025 Recap

Looking for trusted tax advice?

Connect with Sankalp (Sunny) Jaggi at Cedar Consulting Group.

Email: [email protected]
Website: cedargroup.ca

Subscribe for weekly breakdowns of CRA audits, real client cases, and advanced tax planning.

Comment below if you want us to cover a specific industry, audit scenario, or CRA letter.

Timestamps:

00:00 - CRA’s $22B spending shock
03:44 - Where the CRA budget actually goes
07:04 - CRA audits, AI & risk profiling
11:47 - Whistleblower (“snitch”) program at CRA
15:02 - CRA size vs. IRS efficiency debate
16:55 - Employee vs. contractor misclassification crackdown
18:52 - Why trucking is being targeted first
23:36 - Personal Service Business rules explained
27:13 - T4 slip enforcement & penalty risks
30:23 - CRA linking tax audits with labor laws
32:43 - Surge in audits, letters & enforcement activity
34:18 - CRA call center audit & accuracy failures
38:20 - CRA digital services vs. real-world access issues
45:09 - Real audit story: triple taxation case
55:16 - Refund delays & lessons for taxpayers

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:

• How a $250,000 profit turned into a $1.167 million tax bill

• When CRA treats you as a builder for HST purposes

• The 90% renovation rule and why HST can apply to the full sale price

• Why missing receipts can erase hundreds of thousands in deductions

• The 90-day objection deadline and how CRA appeals really work

• Using affidavits, expert reports, and case law to challenge reassessments

• How this case was reduced by $770,000 on appeal

• Lessons every real estate investor and flipper needs to know

Related Resources:

• CRA's 3 Biggest Audit Targets in 2026

• Download the Real Estate Tax Checklist at theadvisorstable.com

Work With Us:

If you're a business owner or high-net-worth family planning a sale, succession, or estate strategy, visit cedargroup.ca to learn how we can help.

You can also visit theadvisorstable.com for more tax resources and insights.

Subscribe for weekly breakdowns of CRA audits, tax planning, and real client cases.

Comment below if you want us to cover more audit stories or specific tax scenarios.

Legal Disclaimer: This video is based on a real case, but names and some details have been changed to protect client confidentiality. This content is for educational purposes only and does not constitute legal or tax advice. Always consult with a qualified tax professional before making financial decisions.

#CanadianTax #RealEstate #TaxAudit #CRA #HouseFlipping #TaxStrategy #EstatePlanning #BusinessOwners

Timestamps:

00:00 – $250K Profit to $1.16M Tax Bill

01:18 – The House Flip Story

02:36 – CRA Audit After 6 Years

03:11 – HST Builder Shock

04:39 – CRA Recalculates the Profit

05:55 – Interest and Penalties Add Up

06:51 – Total Damage: $1.167M

07:49 – Filing a CRA Objection

09:50 – Proving the Loan and Costs

11:51 – CRA Appeals Decision

12:23 – Final Tax Bill

13:38 – 3 Lessons You Must Know

14:55 – CRA Audits in 2026 and Next Steps

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 decision.

Leaving Canada isn’t as simple as booking a flight. From departure tax to residency rules, poor planning can trigger unexpected six- or seven-figure tax bills.

In this episode, we cover:

• What departure tax is and why it catches people off guard
• How Canada taxes unrealized gains when you become a non-resident
• Which assets are taxable — and which are excluded
• Liquidity challenges when wealth is tied up in private corporations
• Residency rules, gray areas, and common misconceptions
• Real client stories involving crypto volatility and exit timing
• The NR73 form and how CRA evaluates residency
• Planning opportunities — and costly mistakes — when leaving Canada

Thinking about leaving Canada? Timing, valuation, and residency matter more than most people realize.

Looking for trusted tax advice?

Connect with Sankalp (Sunny) Jaggi at Cedar Consulting Group.

Email: [email protected]
Website: cedargroup.ca

Subscribe for weekly episodes.

Comment below with your questions — we may answer them in a future episode.

Timestamps:

00:00 – Why 500,000 People Left Canada
01:07 – Post-COVID Remote Work Changed Everything
02:42 – High Taxes & Housing Crisis in Canada
04:05 – Brain Drain: Talent & Wealth Leaving Canada
07:00 – When Do You Stop Paying Canadian Taxes?
08:36 – What Is Canada’s Departure Tax?
09:59 – How Departure Tax Actually Works
11:39 – Which Assets Are Taxed When You Leave Canada
13:18 – Assets Exempt From Departure Tax
14:37 – Why Departure Tax Stops People From Leaving
17:02 – The Shock of Seeing the Tax Bill
18:09 – Why Early Tax Planning Is Critical
20:32 – Real Case Study: Crypto & Perfect Exit Timing
24:27 – Market Volatility & Exit Strategy Lessons
26:11 – What Makes You a Canadian Tax Resident?
27:33 – The 183-Day Rule Explained
28:46 – Family, Economic & Lifestyle Ties
31:27 – Costly Mistake: Filing as a Resident for 20 Years
33:04 – Why “Resident” Isn’t Clearly Defined
34:25 – CRA Residency Form (NR73) Explained
40:03 – Intentions Change: Temporary vs. Permanent Moves
42:32 – Accidentally Becoming a Non-Resident
44:52 – Retroactive Departure Tax & Penalties
47:54 – Business Owners: Exit Planning Strategies
49:07 – The Biggest Trap: Tax Without Cash