SELLING YOUR CANADIAN BUSINESS
SELLING YOUR CANADIAN BUSINESS
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Partner With us to Serve Your Clients Better

Your business owner clients are approaching the most important financial transaction of their lives. Are they prepared?

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The Largest Business Ownership Transfer in Canadian History

Between 2025 and 2035, Canadian business owners born before 1980 will transition out of their businesses in unprecedented numbers. According to Statistics Canada, over 72,000 businesses generate $5-20 million in annual revenue, with an estimated 90,000-110,000 businesses in the $5-50 million range. This represents the single largest intergenerational wealth transfer in Canadian history—and your clients are at the centre of it.

The Challenge? Most are Unprepared

According to recent industry studies, 70% of Canadian business owners have no formal exit plan. The average business owner sells once in their lifetime, while buyers and their advisors do this professionally, multiple times per year. This information asymmetry leads to:

  • 15-30% of value left on the table due to poor preparation
  • Missed tax optimization opportunities worth up to $1.25M per shareholder
  • Failed transactions after significant professional fees are invested
  • Post-sale regret and emotional distress
  • Extended timelines that disrupt businesses and families


Your clients need expert guidance. But more than that, they need education before they engage professionals, so they understand the process, ask the right questions, and make informed decisions.

Canadian M&A Market

  • 1,068 deals worth $227B (Jul-Nov 2024)
  • Private equity activity up 44% year-over-year
  • Middle-market deals account for 60-70% of volume
  • Transaction timelines extending due to complexity
  • Competition Bureau scrutiny increasing



Sources: PwC Canada, Bennett Jones, Fasken, Statistics Canada

Target Market Size

  • 72,787 businesses with $5-20M revenue (verified)
  • Estimated 90,000-110,000 businesses with $5-50M revenue
  • BDC serves 95,000+ SMEs demonstrating market scale




Sources: PwC Canada, Bennett Jones, Fasken, Statistics Canada

The Resource Your Clients Have Been Waiting for

Written by Karl Sigerist, an active M&A advisor with 20+ years of experience executing middle-market transactions, Selling Your Canadian Business is the only comprehensive guide specifically designed for Canadian business owners selling businesses with $5-50M in revenue.


Unlike generic or U.S.-focused M&A books, this guide addresses the unique aspects of the Canadian market:

  • Canadian Tax Structures – Lifetime Capital Gains Exemption optimization, share vs. asset sales, holding company strategies
  • Provincial Variations – Regulatory differences across provinces
  • Investment Canada Act – Foreign investment requirements and compliance
  • PIPEDA – Privacy law considerations in M&A processes
  • Canadian Valuation Norms – Market multiples and methodologies specific to Canadian middle market
  • Personal Transition Planning – Identity, purpose, and life after the sale

For Business Owners Maximize Value & Minimize Regrets

For Business Owners Maximize Value & Minimize Regrets

For Business Owners Maximize Value & Minimize Regrets

• Understand how to prepare 12-24 months in advance

• Capture 15-30% more value through proper preparation

• Optimize tax efficiency using LCGE strategies

• Navigate the sale process with confidence

• Plan for life after the exit


For Advisors Better Clients, Better Outcomes

For Business Owners Maximize Value & Minimize Regrets

For Business Owners Maximize Value & Minimize Regrets

• Educated clients accelerate engagements

• Earlier planning opportunities

• Fewer surprises during execution

• Higher-value strategic work

• Coordinated multi-disciplinary approach

For the Ecosystem Rising Tide Lifts all Boats

For Business Owners Maximize Value & Minimize Regrets

For the Ecosystem Rising Tide Lifts all Boats

• Reduced transaction failure rates

• Shorter time-to-close

• More efficient resource deployment

• Higher quality transactions

• Market efficiency improvements


12 Comprehensive Chapters Covering the Complete Journey

Learn why timing matters, how to optimize tax structures, prepare financial statements, build strong management teams, and create organized data rooms. Understand the complete M&A process before entering the market.


Key Topics:


• When to sell: Market conditions and personal readiness

• Canadian tax planning and LCGE optimization

• Financial statement quality and adjustments

• Reducing key person risk

• Building the data room

• Understanding the sale process timeline


Navigate the complexities of marketing, managing confidentiality, understanding buyer motivations, evaluating offers, and surviving due diligence without disrupting operations.


Key Topics:


• Confidential marketing strategies

• Strategic vs. financial buyers

• Expression of Interest (EOI) evaluation frameworks

• Letter of Intent (LOI) terms that matter

• Due diligence survival guide

• Managing operations during the sale


Master final negotiations, understand closing mechanics, manage the transition period, and plan for life after the sale including legacy, identity, and purpose.


Key Topics:


• Final negotiations and deal structure

• Closing mechanics and working capital

• Transition period management

• Post-sale identity and purpose

• Legacy planning

• Next chapter life design


Who Benefits

Your Clients. Your Practice. the Ecosystem.

How Your Clients Benefit:


• Multi-year tax planning perspective

• LCGE optimization strategies

• Understanding of financial statement requirements

• Realistic valuation expectations

• Quality of earnings preparation

• Post-transaction wealth management needs


How Your Practice Benefits:


• Earlier tax planning engagements (2-3 years pre-sale)

• Corporate reorganization opportunities

• Transaction advisory service opportunities

• Wealth management and estate planning referrals

• Deeper client relationships

• Service line expansion into exit planning

• Higher realization rates on complex work


Typical Revenue Opportunities:


• Tax planning and reorganization: $50-150K per client

• Transaction advisory services: $75-200K per deal

• Post-sale wealth and estate planning: Ongoing

• Business valuation services: $15-50K

• Family trust and succession: $30-100K


How Your Clients Benefit:


• Earlier discussions about succession and transition

• Understanding of acquisition financing requirements

• Preparation for smooth transition period

• Post-sale banking needs and planning

• Next-generation relationship building


How Your Practice Benefits:


• Advance visibility into potential transactions

• Relationship deepening during preparation phase

• Treasury and cash management opportunities

• Acquisition financing opportunities (buyer side)

• Wealth management referrals for proceeds

• Next-generation business relationships

• Cross-sell opportunities during transition


Typical Opportunities:


• Operating lines during sale process

• Vendor take-back note structuring

• Treasury services for sale proceeds

• Buyer acquisition financing

• Post-sale investment management

• Next-generation business banking


How Your Clients Benefit:


• Understand legal process before engaging counsel

• Make informed decisions about structure (share vs. asset)

• Prepare organized due diligence materials

• Realistic expectations about timelines and complexity

• Better equipped to evaluate legal advice


How Your Practice Benefits:


• Reduced time educating clients on basic concepts

• Earlier engagement for optimal structure planning

• More efficient use of billable time on high-value work

• Fewer surprises during due diligence and closing

• Enhanced reputation as trusted advisor

• Referral opportunities for transactional work


Typical Use Cases:


• Client gift for business owner clients

• Resource for succession planning discussions

• Educational tool for annual client seminars

• Referral partner introduction gift

• New client welcome package


How Your Clients Benefit:


• Advance planning for liquidity events

• Realistic timeline expectations (12-24 months)

• Understanding post-sale wealth management needs

• Family dynamics and legacy considerations

• Investment and cash flow planning post-exit


How Your Practice Benefits:


• Advance notice of pending liquidity events

• Comprehensive post-sale wealth planning engagements

• Multi-generational planning opportunities

• Significant AUM growth from business sale proceeds

• Insurance and risk management opportunities

• Deepened relationships during transition period

• Referral source for buyers needing financing


Typical AUM Opportunities: 


Average business sale in target range: $15-30M Typical wealth advisor capture rate: 70-90% Average new AUM per client exit: $10-25M Management fee at 1%: $100-250K annually 10-year client value: $1-2.5M


Partner With us

Book Purchasers

Enterprise Solutions

Relationship Partners

What's Included:


• Bulk book discounts

• Business card insert option

• Basic distribution support

• Access to digital marketing materials


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Relationship Partners

Enterprise Solutions

Relationship Partners

Everything in Tier 1, plus:


• Co-branded book cover or insert page

• Joint educational webinar (quarterly)

• Referral agreement framework

• Priority author access for client events

• Co-branded marketing materials

• Partnership announcement support

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Strategic Partners

Enterprise Solutions

Enterprise Solutions

Everything in Tier 2, plus:


• Quarterly co-hosted client events (4 annually)

• Custom content development

• Speaking engagements (2-4 annually)

• Joint marketing campaigns

• Formal referral protocols with SLAs

• Dedicated partnership manager

Learn More

Enterprise Solutions

Enterprise Solutions

Enterprise Solutions

We work with major accounting firms, law firms, wealth management platforms, and banking institutions to develop customized partnership programs that align with your specific goals, client base, and brand

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The Shaughnessy Group

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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