Your business owner clients are approaching the most important financial transaction of their lives. Are they prepared?
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.
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:
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.
Sources: PwC Canada, Bennett Jones, Fasken, Statistics Canada
Sources: PwC Canada, Bennett Jones, Fasken, Statistics Canada

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:
• 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
• Educated clients accelerate engagements
• Earlier planning opportunities
• Fewer surprises during execution
• Higher-value strategic work
• Coordinated multi-disciplinary approach
• Reduced transaction failure rates
• Shorter time-to-close
• More efficient resource deployment
• Higher quality transactions
• Market efficiency improvements
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
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

What's Included:
• Bulk book discounts
• Business card insert option
• Basic distribution support
• Access to digital marketing materials

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

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

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
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.
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.