SoloS12March 6, 2026

He Lost $5M To The CRA Because He Trusted His Accountant

How the wrong advisors can create hidden tax risks, derail due diligence, and even kill a business sale – costing owners millions before the deal ever closes.

Show Notes

Selling a business isn't just about finding a buyer or negotiating the right price.

In this solo, we walk through the five stages of a business sale where having the wrong people on your team can cost you millions – or kill the deal entirely.

In This Solo, We Cover:

• Why "cleaning up" a business before a sale can create hidden tax risks.

• How due diligence works – and what buyers are really looking for

• Why the Letter of Intent (LOI) can lock in costly tax mistakes

• The role of tax advisors, brokers, and accountants in business sales

• Why the wrong advice early in the process can destroy a deal later

The difference between the right team and the wrong team can mean millions of dollars – or a deal that never closes.

📥 Resources from this episode

Checklist

Deal Team Checklist

The Advisors Table

Checklist

Deal Team Checklist

Build the right team 12–24 months before you sell. Defines the four roles — existing accountant, deal-experienced tax advisor, M&A lawyer, broker / investment banker — what each is responsible for, and the questions to ask before signing engagement letters.

What's inside

  • The 4 roles every founder selling needs
  • What your existing accountant should NOT be doing
  • When to bring in a deal-experienced tax advisor
  • Questions to ask before signing an engagement letter

🎬 More Episodes

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