SELLING YOUR CANADIAN BUSINESS
SELLING YOUR CANADIAN BUSINESS
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Interviews

Brian Crombie Radio Hour

What Owners Get Wrong — and How to Get It Right.


 In our conversation, we explore:

  • Share sale vs. asset sale — and why it matters more than most owners realize
  • How to properly use the Lifetime Capital Gains Exemption (and how many miss it)
  • Why serious preparation should begin 2–5 years before a sale
  • The most common mistakes entrepreneurs make — especially owner dependency
  • Why clean financials, GAAP discipline, and a quality of earnings report matter
  • Customer and supplier concentration risks in today’s geopolitical environment
  • What buyers actually look for — and why “value” is always buyer-specific
  • The current state of the Canadian M&A market — especially for mid-market and sub-$3M EBITDA companies

It’s about real exits, real retirement outcomes, and helping founders understand the difference between what they think their business is worth — and what the market will actually pay.. 

Listen Here

“Know Your Why’”

It was a pleasure joining Elizabeth Shea on the Branching Out podcast to discuss the thinking behind my new book, Selling Your Canadian Business.


We talked about the importance of asking yourself why you’re selling, hiring a team of experts, engaging with multiple suitors, and knowing that the sale of your business requires much more strategy and preparation than selling a house. 


My goal is to help Canadian founders and families ask the right questions and set themselves up for a successful sale before pressure sets in.


Key quote about the importance of defining your “why” to prevent yourself from getting cold feet at the last minute: “One of the first reasons that transactions don't close is the seller has cold feet. 

Listen Here

From Angel To Exit

Karl shares insider strategies on how founders can prepare for a high-value exit. With decades of experience on both the buy and sell sides, Karl reveals why 80% of lower middle market deals fail—and how you can avoid becoming a statistic. Learn the must-have foundations for exit readiness, how to think like a buyer, and why building a culture of preparation pays dividends. A must-listen for founders scaling toward a sale or acquisition.


Key Takeaways:


  • 80% of lower middle market exits fail due to poor preparation and unrealistic valuations.
  • Clean, audited financials are essential for attracting serious buyers.
  • Valuation is driven by future cash flow, quality of earnings, and industry comparables.
  • Strategic buyers and micro PE funds require different approaches—know your audience.
  • Scaling past $1M–$3M in EBITDA significantly boosts your exit multiple.
  • Succession planning is non-negotiable; your business must be transferable.
  • Founders should think like buyers—objectivity creates better deal outcomes.
  • Exit planning should begin 5–10 years in advance, not 6 months before a sale.

Watch & Listen Here

Canadian Wealth Secrets

  • Is your business an acquisition target, take the quiz to find out
  • Be sure to grab Karl’s book: selling your Canadian business.















Listen Here

Why 80% Of Canadian Business Owners May Never Sell

We’re discussing the complexities of selling your privately held business, an important yet often challenging process, especially for owners nearing retirement. As many business owners consider transitioning out of their companies, understanding how to make your business an attractive acquisition target and navigating proprietary deals becomes vital. 










Listen Here

The Cash-Rich Exit

Talking to Colleen O'Connell-Campbell of RBC Dominion Securities.

Here is what we talked about:

 

  • Why $5M-$50M companies are underserved in traditional M&A processes
  • The importance of long-term planning and education before an exit
  •  Why you should start exit preparation 2-3 years in advance - or earlier
  • How cultural fit between buyer and seller drives long-term success
  • How private equity can protect rather than destroy value
  • The difference between a transaction and a journey
  • Why you shouldn’t fall in love with your business - and how to prepare it for its next owner

Listen Here

Is “Now” The Time? What Older Owner-Operators Are Thinking, Post-Pandemic

Mario Nigro’s guest for this podcast is Karl Sigerist, a business advisor focusing on the lower midmarket. Many of Karl’s clients are owner-operators who are thinking about exits. He and Mario discuss the value of engaging an outside advisor and, in particular, the impact that the pandemic has had on the succession strategies of many long-time operators who recognize that new energy may be needed, sooner rather than later, to drive their businesses forward in a changing world.





Listen Here

Search Fund Investor Forum

Ask an Angel

The University of Toronto

Interview Requests

For interviews Karl can be reached here

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Disclaimer: The information is provided for general informational and educational purposes only. It does not constitute legal, financial, tax, or professional advice. Laws and regulations vary by jurisdiction and change over time. Readers should consult with qualified attorneys, accountants, or advisors tailored to their specific circumstances before making any decisions. The authors assume no liability for actions taken based on this content.


Copyright © 2025 SELLING YOUR CANADIAN BUSINESS - All Rights Reserved.

Disclaimer

The information published by the Shaughnessy Group is provided for general informational and educational purposes only.


 It does not constitute legal, financial, tax, or professional advice. Laws and regulations vary by jurisdiction and change over time. Readers should consult with qualified attorneys, accountants, or advisors tailored to their specific circumstances before making any decisions. 


The Shaughnessy Group and its authors assume no liability for actions taken based on this content.

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