The Five Must-Ask Questions for an Intentional, Cash-Rich Business Exit

September 27, 2023 | Colleen O’ Connell-Campbell


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Planning to exit your business is too often viewed through the lens of fatigue or surrender. It is not. Rather, it's a strategic move that every astute business owner should consider and plan for. Whether you're passing down the business to the next generation, selling it to a third party, or even dissolving it, a well-planned exit can be invaluable. It's not just about the money - it's about creating a legacy, ensuring continuity, and quite honestly, giving yourself peace of mind.

Here are the five must-ask questions to pave your road to an intentional, cash-rich business exit.

  1. How Is Your Business Structured?
    Your business structure - be it a sole proprietorship, partnership, or corporation - affects the intricacies of your exit. Review your share structure, assess the legal nuances, and consider whether your current model supports your exit goals. A restructuring might be needed to maximize your profits and ensure a smooth transition.
  2. What's Your Business Worth?
    The valuation of your business more than a number; it's a validation of your life's work. It’s crucial to know how much you need from the sale to sustain your next chapter in life. Bridge the gap between your current valuation and your financial goals by identifying key growth drivers and strategically investing in them.
  3. What's Your Plan for Unexpected Events?
    Life is unpredictable. From sudden disabilities and natural disasters to family issues like divorce, unexpected events can interrupt your exit plans. Make contingency plans that account for these uncertainties. These will protect not only you but also your employees, business partners, and clients.
  4. Have You Planned Your Exit?
    This might seem obvious, but many business owners are so engrossed in daily operations that they overlook this essential planning. Decide on the type of exit that aligns with your goals - be it selling to a third party, transitioning to family, or winding down the business. Then, work backward to identify the steps needed to prepare for this exit.
  5. What Will Your Life Look Like After Exit?
    It's a sobering thought, but your identity should not be entirely wrapped up in your business. Think about life post-exit. Whether it's a new venture, philanthropy, or a well-deserved break, have a vision that excites you. This will not only mentally prepare you for the transition but also give you something to look forward to.

As you navigate these questions, remember you're not alone. Many before you have walked this complicated yet rewarding journey, and there are experts out there who can guide you.

In the spirit of helping business owners like you master the art of the exit, I'm excited to announce a significant milestone in my own business - the launch of 'The Cash Rich Exit Podcast'. This new chapter of my podcast 'I’m a Millionaire! So Now What?' aims to equip you with the insights, strategies, and real-world stories that will help you plan a cash-rich, intentional business exit.

I invite you to tune in on your preferred podcast platform or social media channel, share your thoughts, and transform your exit into a well-executed, rewarding end to one chapter and the exciting beginning of another.