The Business Owner Opportunity (Mini Series Ep. 6)

The Business Owner Opportunity (Mini Series Ep. 6)

From March to a Million by Greg DuPont

January 7, 2026 · 34 min

About this episode

Greg DuPont discusses the planning gaps that prevent small business owners from realizing the full value of their businesses.

Most small business owners work tirelessly for decades building something meaningful, yet many walk away with far less than they deserve. What separates those who capture real value from those who simply close their doors? This week, Greg DuPont explores the hidden planning gaps that prevent business owners from realizing the full value of their life’s work. He reveals why most businesses under $10 million struggle to sell, how to structure exit strategies that actually work, and the critical conversations advisors must initiate to protect their clients’ legacies. Greg also shares the “bag of tricks” approach that helps attorneys and advisors ask the right questions at the right time. Greg discusses: Why most small business owners can’t sell their businesses for a reasonable value despite years of work How to structure exit strategies using key employees and golden handcuffs to maintain continuity The power of asking “What needs to happen in 5-10 years for you to be happy?” to transform planning Why business owners view their companies as family, and how legacy thinking drives all decisions The entity structure trap and how outdated…

People in this episode

Host: Greg DuPont

Topics covered

  • business valuation
  • exit strategies
  • legacy planning
  • small business challenges
  • tax implications

Keywords

  • business owners
  • exit strategies
  • legacy thinking
  • business valuation
  • planning gaps
  • tax structure
  • continuity planning

Mentioned in this episode

Organizations: Wealth Solutions Network

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