SoloS05January 16, 2026

CRA Turned $250K Profit Into $1.2M In Taxes

How a $250,000 Toronto house flip turned into a $1.167M CRA reassessment – and why HST rules, missing records, and audit deadlines can financially devastate real estate investors.

What To Do When CRA Audits You

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What To Do When CRA Audits You

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Show Notes

In 2017, a man flipped a house in Toronto and made a $250K profit. Six years later, CRA audited him and hit him with a $1.167M tax bill.

This isn't a clickbait headline. It's a real audit case – and it could happen to anyone.

In this solo, Sunny breaks down exactly how a $250,000 profit turned into a $1.167M tax nightmare, and what we did to fight it.

In This Solo, We Cover:

• How a $250K profit turned into a $1.167M 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

📥 Resources from this episode

Checklist

Real Estate Tax Checklist for House Flippers

Compliance walkthrough for Canadian real-estate transactions — intention test, accountant consultation, documentation discipline, and financing structure. Built to keep flippers out of the position the audit case studies on the podcast keep landing in.

What's inside

  • The intention test that determines your tax rate
  • Documenting business-vs-investment activity
  • Financing arrangements that CRA scrutinizes
  • What to keep, for how long

Need more than a podcast? Cedar Group handles tax planning, restructuring, and sale-readiness advisory for founders.

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