Founders & Entrepreneurs
Episodes on Founders & Entrepreneurs
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