Taking care of family business: Succession planning requires clear communication and careful planning

May 19, 2025
A family of four sits on the living room floor. A man helps a young child build with colorful blocks, while a woman smiles, holding a baby on her lap. A TV and plant are in the background.

Back in February, Dr. Donna Marino and I hosted a LinkedIn Live conversation about the how myths, personal beliefs, and emotions play a significant role in family succession planning.

That conversation became the inspiration for an article we co-authored for Family Business Magazine in which we talk about the need for frequent, candid conversations and the important role trusted advisors play in helping families navigate the complex and often complicated landscape where family relationships and business continuity collide.

My family business

My personal experience with family business succession planning is one of unspoken expectations, avoidance, and a distinct lack of planning. Despite having years during a long illness to talk with me and my siblings, as well as his own brothers, about the current state of the business and what might happen when he was gone, my dad stayed silent on the matter. It wasn't until he died that we found out he left the business to one of his brothers and that my uncle was only willing to accept the bequest if we (his nieces and nephews) used my dad's life insurance to pay off the debt.

What followed was months of conversations about "this is what your father would have wanted" and coming to terms with how my uncle's feelings of entitlement and being 'owed' something collided with the reality that my dad's business was not financially viable and the things my uncle had done to help my dad 'run' the business during his illness prolonged the inevitable need to cease operations.

In hindsight, one might say that my siblings and I could've started the conversations my father wanted to avoid. I even thought that myself - that I had failed to push the issue and force the conversation. Realistically though, as I approached my 40th birthday I was still my dad's child. I knew he would shut down and shut me out if I brought up things he didn't want to talk about or deal with. I knew I couldn't force him to do anything. And I didn't want to fight with him. He wanted to avoid the reality of his illness, his mortality, and a failing business, as well as the emotions and expectations of his children and siblings, so we didn't talk about it. Frankly, no matter how many times I rehearsed my opening line and talking points, when the time came I could never bring myself to address the situation directly.

That saddens me because it meant he dealt with a lot of financial worry by himself when he didn't need to, and he left a lot for us to deal with in his absence. It also saddens me because I know our family's experience is more of the rule than the exception. But it doesn't have to be that way.

"One of the things we often miss in succession planning is that it should be gradual and thoughtful with lots of sharing of information and knowledge and perspective, so it's almost a non-event when it happens." Anne M. Mulcahy, Family Enterprise Foundation

Collaborate and communicate

To be clear, I didn't know how to start these conversations with my family and we didn't have someone like me or Donna Marino to help us figure it out. When it's you and your family, old habits, communication patterns, and decades of relationship baggage make it hard to do this work alone. In fact, it may be an unreasonable expectation. I know first-hand that it's not enough to know what you should do. You need someone who has the experience and emotional distance to initiate and facilitate some of the hardest conversations you may ever have.

With that in mind, I suggest the following for those who want to become more intentional about their relationship to their family business, explore what a 'good' transition might look like, and engage an advisor to help you talk about tough topics and make important decisions.

If you're the business owner:

  • Host family meetings to talk about the business and its future.
  • Ask your children and other family members whether they want to be involved in the business and in what capacity.
  • Ask yourself which family members you think are well-suited to be part of the business and in what capacity.
  • Talk with family about how long and in what capacity you want to continue working in the business.
  • Discuss what the business means to you and your family, and how you want to use the business to convey and preserve your values in the next generation.
  • Meet with potential successors to acknowledge and discuss their readiness and willingness to work toward taking on new roles and responsibilities. Acknowledge knowledge and skill gaps and co-create plans to support their learning and preparation.
  • Don't let old hurts, misunderstandings, disappointments, or assumptions go unaddressed - seek resolution to find common ground to move forward.
  • Be candid about your fears and worries, as well as your hopes and aspirations.
  • Act with and from love.

If your the family member:

  • Share your interest in talking about the about the business and its future with the owner.
  • Ask yourself whether you want to be involved in the business and in what capacity.
  • Reflect on your readiness and willingness to work toward taking on new roles and responsibilities. Acknowledge knowledge and skill gaps and propose a plan for how you will prepare to take on more responsibility.
  • Share what the business means to you and what you're committed to doing to preserve it's legacy and values for the next generation.
  • Express your interest early and clearly.
  • Don't let old hurts, misunderstandings, disappointments, or assumptions go unaddressed - seek resolution to find common ground to move forward.
  • Be candid about your fears and worries, as well as your hopes and aspirations.
  • Act with and from love.

For more information about how Purpose First Advisors can help you and your family plan for the future, visit our strategic business advisors page or schedule a free consultation.

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  • Christy’s keen ability to identify my actual needs and focus me on the critical aspects of my business has been transformative. She’s provided insights and asked probing questions that emphasize the importance of planning with the end in mind.
    Stephanie Haenchen
    Owner, Pace Marketing
  • Christy’s coaching has has been instrumental in elevating my business to new heights. Her ability to facilitate strategic conversations has been transformative, helping me identify opportunities, overcome obstacles, and refine my business strategies for optimal results.
    Paya Sample
    Owner, Peak Leaders Collective
  • Christy took the time to assess my business model, understand my goals, and identify areas for improvement. What impressed me most was her ability to provide tailored strategies that were practical and immediately implementable.
    Sue Bailey
    Owner, Celebrating Life Cakes
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