The first step in selling your mid-market Canadian business ($5M–$50M in annual revenue) is defining your “Why Sell?” statement—a clear articulation of your motivations and goals for the sale. This foundational step ensures your decision aligns with your personal, financial, and emotional objectives, setting the tone for the entire process. For mid-market owners, selling often involves complex considerations, such as transitioning professional management teams, addressing family dynamics in family-owned businesses, or preparing for cross-border opportunities (e.g., to US, European, or Asian buyers). This discussion guides you through crafting your “Why Sell?” statement, addressing emotional challenges like identity loss, financial goals like tax efficiency (e.g., Lifetime Capital Gains Exemption), and strategic considerations for industries like SaaS or manufacturing. By clarifying your motivations, you’ll navigate the sale with confidence, whether you’re selling a digital business, a family legacy, or a cross-border operation.

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