Business Owners
Episodes on Business Owners
EpisodePoliticians Keep Lying About Tax Cuts
How government headlines hide the fine print—and why your “tax cut” might actually be a retroactive tax hike in disguise.
- Penalties & Interest
- Business Owners
- Founders & Entrepreneurs
EpisodeDon’t Buy A Car In 2026 Until You Learn CRA's Rules
How a luxury vehicle purchase can turn into a personal tax nightmare — and why the government isn't actually "paying" for your car.
- Trust Planning
- Business Owners
- Founders & Entrepreneurs
EpisodeWe Checked Carney’s Math. He’s Wrong.
How deficit "improvements", debt metrics, and new government initiatives may be masking a much deeper financial reality
- Quick Tip
- Tax Compliance
- Business Owners
GuestIs Your Accountant Actually Helping You?
How financial planning, tax strategy, and the right advisory team come together to build long-term wealth.
- Estate Planning
- Business Sale
- Corporate Reorganization
GuestThe IRS And CRA Double Tax Trap For Canadians
What no one tells you about the million-dollar tax traps, IRS penalties, and the entity mismatch that can bankrupt your investment.
- Estate Planning
- Business Sale
- Corporate Reorganization
EpisodeImmigration Tax Traps That Cost Thousands
What no one tells you about foreign assets, worldwide income, and the CRA penalties that can wipe out your savings.
- Estate Planning
- Business Sale
- Corporate Reorganization
GuestMost Wills Fail. Here's Why
What no one tells you about wills, executors, and what happens after you die.
- Estate Planning
- Business Sale
- Corporate Reorganization
EpisodeYour Business Partner Can Take Everything
The clause most founders ignore until it’s too late.
- Estate Planning
- Business Sale
- Corporate Reorganization
EpisodeShould Your Money Live in a Corporation or Personally?
Most people know what to invest in. Almost nobody talks about where to invest — and that one decision does the most work.
- Estate Planning
- Business Sale
- Corporate Reorganization
EpisodeHelping Your Kids? CRA Takes a Cut
Why “gifts” can create tax exposure for parents.
- Estate Planning
- Business Sale
- Corporate Reorganization
EpisodeBeing An Executor Can Cost You Personally
The hidden liability, CRA traps, and estate mistakes that overwhelm even the most trusted person in your life.
- Estate Planning
- Business Sale
- Corporate Reorganization
EpisodeCRA Bill That Destroys Wealth After Divorce
Why family law, tax rules, and poor documentation can turn parental help into an unintended wealth transfer.
- Estate Planning
- Business Sale
- Corporate Reorganization
EpisodeThe Audit Machine – What 53,000 CRA Employees Are Actually Doing
How CRA's growing audit machine uses data, automation, and aggressive enforcement tactics to identify risks, escalate reviews, and collect billions beyond regular tax filings.
- Estate Planning
- Business Sale
- Corporate Reorganization
EpisodeLeaving Canada? Here’s What The CRA Wants You To Know
What tax residency, departure tax, and cutting ties really mean when you move abroad.
- Estate Planning
- Business Sale
- Corporate Reorganization
EpisodeThe $10M Tax Bill When A Business Owner Dies
How one founder almost lost half his legacy — and how planning saved it.
- Estate Planning
- Business Sale
- Corporate Reorganization
EpisodeCRA Voluntary Disclosure Program 2025 Explained | What's Changed & What It Means
What’s Changed — and What It Means for Canadians.
- Estate Planning
- Business Sale
- Corporate Reorganization
SoloStrange Tax Scenarios: Paying Taxes Without Making Money or Donating Big!
How Canada's expanded AMT rules are catching taxpayers off-guard by limiting deductions, increasing taxable gains, and creating unexpected tax bills on major financial transactions.
- Quick Tip
- Tax Compliance
- Business Owners
Posts on Business Owners
3 CRA Powers Coming in 2026 That Every Canadian Needs to Know
New CRA powers let auditors demand sworn testimony (no transcript), issue $50/day penalties without court, and freeze reassessment clocks indefinitely. Download MP letter template to fight back before legislation passes.
One Mistake Killed His $5M Deal — Why the Wrong Team Destroys Business Sales
One wrong hire destroyed a $5M business deal due to hidden tax traps from poor pre-sale cleanup. Learn why regular accountants fail at M&A, how to build the right deal team, and avoid CRA post-sale audits.
CRA’s 5 Most Dangerous Weeks: What TEBA Means for Your Next Audit
CRA closes 40% of audits in Feb-Mar due to March 31 fiscal year-end pressure. Learn why TEBA drives aggressive reassessments (65% overturned on objection) and get your 3-phase audit protection playbook now.
$800K Tax Bill That Should’ve Been $0 — The 5 Mistakes That Cost This Business Owner Everything
Discover the 5 critical errors that turned a $0 tax bill into an $800K disaster for a business owner. Learn how to protect your company from CRA reassessments, audits, and massive penalties.