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Selling Your Canadian Business: A Step-by-Step Guide to Maximizing Value and Securing Your Legacy

Selling Your Canadian Business: A Step-by-Step Guide to Maximizing Value and Securing Your Legacy

Written by: The Shaughnessy Group
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About this listen

Selling Your Canadian Business: A Step-by-Step Guide to Maximizing Value and Securing Your Legacy is the roadmap you need to achieve a successful sale.


Tailored for owners of businesses generating $5M to $50M in annual revenue, this podcast provides actionable steps to navigate the complex M&A process in Canada. From personal and family preparation to leveraging tax benefits like the Lifetime Capital Gains Exemption (LCGE), expert insights will help you maximize value and secure your legacy.


#exitplanning #sell-side #sellmybusiness #entrepreneurship #exit #transition #succession #businesstransition #sellbusiness

© 2026 Shaughnessy Group
Economics Leadership Management & Leadership Personal Finance
Episodes
  • What Factors Impact Business Valuation for Canadian Businesses?
    Feb 20 2026

    This podcast helps Canadian business owners understand the key factors that influence business valuation when preparing for an exit. It breaks down how buyers assess value and why some companies command higher multiples than others. By understanding these drivers in advance, owners can set realistic expectations and take steps to strengthen their position before going to market.

    The episode explores core valuation components including financial performance, cash flow stability, growth potential, market positioning, and industry conditions. It also discusses the impact of intangible assets such as brand strength, intellectual property, and customer relationships, along with the importance of an experienced management team and efficient operations.

    By connecting these elements to real world buyer behavior, the podcast offers practical insight into how valuation is shaped during a sale process. Whether planning a near term exit or a longer term transition, this episode provides guidance to help business owners focus on the factors that matter most and maximize value at the point of sale.
    Explore more insights, guides, and resources at www.Shaughnessy.Group

    You're listening to The Shaughnessy Group Podcast—insights on buying, selling, and growing Canadian businesses in the lower-middle market.
    Let's begin.

    This podcast is for informational purposes only and is not professional advice. Consult qualified advisors for your specific situation.

    Important Notice: These podcast notes are unofficial summaries created for personal reference and educational purposes only. They are not intended as a verbatim transcript, official record, or endorsement by the podcast hosts, guests, or producers of Shaughnessy Group.


    While every effort has been made to capture key insights, quotes, and discussions accurately, errors, omissions, or interpretations may occur due to the subjective nature of summarization. Listeners are strongly encouraged to refer to the original episode for full context, nuances, and original audio.


    No Advice Provided: The content discussed in Shaughnessy Group episodes, including these notes, does not constitute professional, financial, legal, medical, or investment advice. Any ideas, strategies, or opinions shared by guests are their own and should not be relied upon without independent verification and consultation with qualified professionals.


    Copyright & Usage: All rights reserved. These notes are derived from publicly available podcast episodes and are shared under fair use principles for non-commercial, transformative purposes. Reproduction, distribution, or commercial use without permission from the podcast creators is prohibited.

    For questions or permissions, contact the Shaughnessy team directly. Enjoy the learning, but always do your due diligence!

    Show More Show Less
    11 mins
  • How to Attract Financial versus Strategic Buyers
    Feb 19 2026

    This podcast helps Canadian business owners understand how to position their company to attract the right type of buyer during a sale process. It explains the fundamental differences between financial buyers and strategic buyers, and why each group evaluates opportunities through a very different lens. By understanding these distinctions, owners can better align their exit strategy with buyer expectations and value drivers.

    The episode explores what financial buyers prioritize, including strong financial performance, predictable cash flow, scalable growth, and operational efficiency. It also examines what attracts strategic buyers, such as synergies, market expansion opportunities, brand strength, intellectual property, and competitive positioning. Listeners will gain insight into how these buyers assess risk, justify valuation, and determine whether a business fits their long term objectives.

    By clarifying how to prepare your business for each buyer type, this podcast equips owners to improve market appeal, strengthen negotiating leverage, and maximize transaction outcomes. Whether targeting private equity investors or industry acquirers, the discussion provides practical guidance to help sellers approach a sale with clarity and confidence.
    Explore more insights, guides, and resources at www.Shaughnessy.Group

    You're listening to The Shaughnessy Group Podcast—insights on buying, selling, and growing Canadian businesses in the lower-middle market.
    Let's begin.

    This podcast is for informational purposes only and is not professional advice. Consult qualified advisors for your specific situation.

    Important Notice: These podcast notes are unofficial summaries created for personal reference and educational purposes only. They are not intended as a verbatim transcript, official record, or endorsement by the podcast hosts, guests, or producers of Shaughnessy Group.


    While every effort has been made to capture key insights, quotes, and discussions accurately, errors, omissions, or interpretations may occur due to the subjective nature of summarization. Listeners are strongly encouraged to refer to the original episode for full context, nuances, and original audio.


    No Advice Provided: The content discussed in Shaughnessy Group episodes, including these notes, does not constitute professional, financial, legal, medical, or investment advice. Any ideas, strategies, or opinions shared by guests are their own and should not be relied upon without independent verification and consultation with qualified professionals.


    Copyright & Usage: All rights reserved. These notes are derived from publicly available podcast episodes and are shared under fair use principles for non-commercial, transformative purposes. Reproduction, distribution, or commercial use without permission from the podcast creators is prohibited.

    For questions or permissions, contact the Shaughnessy team directly. Enjoy the learning, but always do your due diligence!

    Show More Show Less
    13 mins
  • What Are the Reporting Gaps That Lead an M&A Deals Collapse
    Feb 18 2026

    This podcast helps Canadian business owners understand why accurate financial reporting is critical to a successful M&A transaction. It explains how reporting gaps can quickly erode trust, reduce valuation, or cause a deal to fall apart during due diligence. By highlighting common pitfalls, the episode prepares sellers to present a clearer and more credible financial story to potential buyers.

    The discussion covers the most frequent reporting issues that raise red flags, including inconsistent revenue recognition, weak cash flow visibility, incomplete financial statements, hidden liabilities, and poorly supported financial projections. Listeners will learn how buyers interpret these gaps, why they increase perceived risk, and how they can directly impact pricing, deal terms, and buyer confidence.

    The podcast also outlines practical steps business owners can take to close these gaps before going to market, from improving working capital reporting to ensuring tax compliance and transparency. For owners planning an exit, this episode offers valuable insight into how strong financial reporting can protect valuation, accelerate negotiations, and increase the likelihood of a successful close.
    Explore more insights, guides, and resources at www.Shaughnessy.Group

    You're listening to The Shaughnessy Group Podcast—insights on buying, selling, and growing Canadian businesses in the lower-middle market.
    Let's begin.

    This podcast is for informational purposes only and is not professional advice. Consult qualified advisors for your specific situation.

    Important Notice: These podcast notes are unofficial summaries created for personal reference and educational purposes only. They are not intended as a verbatim transcript, official record, or endorsement by the podcast hosts, guests, or producers of Shaughnessy Group.


    While every effort has been made to capture key insights, quotes, and discussions accurately, errors, omissions, or interpretations may occur due to the subjective nature of summarization. Listeners are strongly encouraged to refer to the original episode for full context, nuances, and original audio.


    No Advice Provided: The content discussed in Shaughnessy Group episodes, including these notes, does not constitute professional, financial, legal, medical, or investment advice. Any ideas, strategies, or opinions shared by guests are their own and should not be relied upon without independent verification and consultation with qualified professionals.


    Copyright & Usage: All rights reserved. These notes are derived from publicly available podcast episodes and are shared under fair use principles for non-commercial, transformative purposes. Reproduction, distribution, or commercial use without permission from the podcast creators is prohibited.

    For questions or permissions, contact the Shaughnessy team directly. Enjoy the learning, but always do your due diligence!

    Show More Show Less
    13 mins
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