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Finish Big

Finish Big

How Great Entrepreneurs Exit Their Companies on Top
by Bo Burlingham 1796
4.11
100+ ratings
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Key Takeaways

1. Every entrepreneur exits: Prepare for the inevitable

Assuming you've built a viable company, you can choose when and how you exit, but you can't choose whether. It's going to happen. You can count on it.

Inevitability of exit. Every business owner will eventually leave their company, whether through sale, succession, or other means. This reality necessitates proactive planning to ensure a successful transition and maximize the value of your life's work.

Types of exits. Exits can take various forms, including:

  • Selling to a third party (strategic buyer or financial investor)
  • Passing the business to family members
  • Implementing an employee stock ownership plan (ESOP)
  • Going public through an initial public offering (IPO)
  • Liquidation or closure

Preparation is key. Start thinking about your exit strategy early in your entrepreneurial journey. This mindset will help you build a more valuable, sustainable business and increase your options when the time comes to leave.

2. Know yourself before you exit: Identity, purpose, and values

If you've prepared yourself emotionally—if you've figured out who you are, what you want, and why, and if you've made your decisions accordingly—your transition can be as smooth as Ray Pagano's.

Self-awareness is crucial. Understanding your personal goals, values, and motivations is essential for a successful exit. This self-knowledge will guide your decisions throughout the exit process and help you navigate the emotional challenges of leaving your business.

Key questions to consider:

  • What does success look like to you?
  • How important is maintaining the company's culture and values after you leave?
  • What role do you want to play in the business post-exit, if any?
  • What are your plans for life after the sale?

Emotional preparation. Recognize that your identity may be closely tied to your business. Start developing interests and relationships outside of work to ease the transition and maintain a sense of purpose post-exit.

3. Build a sellable business: Focus on future cash flow and risk reduction

Once you realize that you're selling future cash flow, you can deduce what most smart buyers will want to know about your business.

Buyer's perspective. Acquirers are primarily interested in the company's ability to generate consistent, growing cash flow in the future. Focus on building systems and processes that demonstrate predictable revenue and profitability.

Key value drivers:

  • Strong management team that can operate without the owner
  • Diverse customer base to reduce concentration risk
  • Scalable business model with growth potential
  • Proprietary products, services, or technology
  • Recurring revenue streams

Risk reduction. Identify and address potential vulnerabilities in your business. This might include reducing reliance on key employees, diversifying your supplier base, or strengthening your competitive advantage.

4. Time your exit strategically: Start planning years in advance

As a rule, the earlier you start preparing for an exit, the more likely it is that you'll have a happy one.

Long-term planning. Begin preparing for your exit at least 3-5 years before you intend to leave. This timeline allows you to make necessary improvements to the business and maximize its value.

Key preparation steps:

  • Implement financial systems and controls
  • Develop a strong management team
  • Address any legal or regulatory issues
  • Streamline operations and improve efficiency
  • Build a track record of consistent growth

Market timing. Be aware of industry trends and economic cycles that may affect your company's value. Flexibility in your exit timeline can help you take advantage of favorable market conditions.

5. Succession planning: Develop leaders to ensure company longevity

Developing a successor is clearly crucial.

Leadership development. Identify and groom potential successors within your organization. This process takes time and should begin well before you plan to exit.

Key succession planning elements:

  • Create a leadership development program
  • Provide mentoring and coaching opportunities
  • Gradually increase responsibilities for potential successors
  • Assess candidates objectively based on skills and cultural fit
  • Consider external candidates if necessary

Smooth transition. A well-executed succession plan ensures continuity of leadership and preserves the company's culture and values after your departure.

6. Seek advice from experienced exiters: Learn from those who've been there

The best advice comes from people who've been through it themselves.

Peer support. Connect with other entrepreneurs who have successfully exited their businesses. Their experiences can provide valuable insights and help you avoid common pitfalls.

Sources of advice:

  • Entrepreneur peer groups or organizations
  • Industry associations
  • Professional advisors with exit experience
  • Mentors or trusted business contacts

Comprehensive guidance. Seek advice on both the technical aspects of the exit process and the emotional challenges you may face during and after the transition.

7. Consider your employees and investors: Balance all stakeholders' interests

No amount of money is enough if you're forced to sell to a buyer you don't like or trust and to do it when you don't want to—because you've run out of other options.

Stakeholder considerations. Your exit decision affects not only you but also your employees, investors, and other stakeholders. Strive to balance their interests with your own goals.

Key stakeholder concerns:

  • Job security and career opportunities for employees
  • Return on investment for shareholders
  • Continuity of service for customers
  • Impact on the local community

Transparent communication. Keep stakeholders informed throughout the exit process, to the extent possible, to maintain trust and reduce anxiety.

8. Understand buyer motivations: Align expectations for a smooth transition

Caveat venditor.

Buyer due diligence. Thoroughly investigate potential buyers' motivations, plans for the business, and track record with previous acquisitions. This information can help you choose the right buyer and set realistic expectations for the transition.

Key questions to ask buyers:

  • What is their vision for the company's future?
  • How do they plan to integrate the business?
  • What role do they envision for current management and employees?
  • What is their typical holding period or investment strategy?

Alignment of goals. Seek a buyer whose objectives align with your vision for the company's future to increase the likelihood of a successful transition and preserve your legacy.

9. Navigate the emotional journey: Prepare for post-exit challenges

Your exit isn't over until you're fully engaged in whatever comes next.

Emotional preparation. Recognize that leaving your business can be a profound emotional experience. Many entrepreneurs struggle with loss of identity, purpose, and daily structure after exiting.

Common post-exit challenges:

  • Loss of identity and status
  • Difficulty finding new purpose or direction
  • Adjusting to a less structured lifestyle
  • Managing newfound wealth responsibly

Transition planning. Develop a clear vision for your life after the exit. Consider new pursuits, hobbies, or philanthropic activities that can provide a sense of purpose and fulfillment.

Last updated:

Review Summary

4.11 out of 5
Average of 100+ ratings from Goodreads and Amazon.

Finish Big receives mostly positive reviews, with readers praising its insights on business exits. Many appreciate the real-world examples and practical advice for entrepreneurs. The book is lauded for addressing a rarely discussed topic in business literature. Readers find value in its emphasis on long-term planning, emotional preparation, and post-exit considerations. Some criticisms include a lack of focus on recent tech examples and occasional repetitiveness. Overall, reviewers recommend it as an essential read for business owners at any stage.

Your rating:

About the Author

Bo Burlingham is a renowned business writer and editor-at-large for Inc. magazine. He has authored several influential books on entrepreneurship and small businesses, including "Small Giants" and "Finish Big." Burlingham's work focuses on providing insights and advice to business owners, drawing from extensive interviews and research. His writing style combines storytelling with practical wisdom, making complex business concepts accessible to a wide audience. Burlingham's expertise in the field of entrepreneurship has made him a respected voice in the business community, and his books are widely recommended for their valuable lessons on building and exiting successful companies.

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