I have been coaching business owners for over 14 years. Frequently, I am working with multiple generations and relatives in a family business. This is perhaps the most challenging of circumstances as it complicates the rigors of running a business with the legacy emotions of family. It goes without saying, that it not always a fait accompli that the next generation or sibling will work well within the confines of what has made the enterprise successful. There are circumstances, and not necessarily infrequent, where a separation from a family member is required to eliminate the unnecessary friction in a business.
Firing a family member is one of the most difficult and emotionally charged actions a family business leader may face. While separation is never the goal, it must be an available option—just as it is for every other employee in your business. Providing latitude in the performance or attitude of a family member sends a powerful signal to the rest of the team that there are two sets of rules.
Family businesses often bring a new generation in with high hopes, inspiration, and energy. But sometimes, that enthusiasm is accompanied by a sense of entitlement. When younger family members don’t take time to understand the business's legacy, its customer base, its culture, its rhythm, they miss the very foundation on which future success has been, and will continue to be, built. The concern for incumbent leaders is real. Their retirement and the business’s future are inextricably linked to how well the next generation leads.
So how do you navigate a possible separation?
1. Set Clear Expectations Early
Before a problem arises, every family hire should begin with a written contract. Define roles, responsibilities, KPIs, and timelines for each role they take on. You do this for any employee you recruit, right? These contracts should include a performance review process and clear consequences for underperformance.
2. Implement Accountability Structures
Leadership should establish regular one-on-one check-ins with a non-family manager, or better yet, a third-party business coach who is working with the younger family member. It is these individuals and not the older relatives that should be watching performance to expectations. These conversations help remove emotional bias and encourage objective assessment to maintain a level playing field. Improvement plans should be documented with measurable goals and deadlines, if dictated.
3. Engage a Neutral Third Party
When challenges arise, bring in a qualified, experienced coach who understands both family dynamics and business demands. (Turns out I know one!). Having a neutral party helps reduce tension and can bridge the communication gap between generations. Sometimes, this is all it takes.
4. Hold Honest and Frequent Meetings
Don’t let problems fester. Open the door to candid conversations where improvement is the focus should things begin to deteriorate. Provide the younger generation with the observations of their coach/mentor/manager. Allow them the space for rebuttal. Make sure that targeted behavior is reducible to transparent data that is irrefutable. Be honest about what’s working and what’s not—and what will happen if things don’t change.
If all else fails…..
5. Plan for a Soft Landing
If separation becomes necessary, never rush it. A phased transition, combined with financial and emotional support is important. Provide career counseling so that a good opportunity matched with their talents and interest is secured. Just because a family member may not be working in the business does not mean they won’t benefit from it. If this is a possibility, it is worth weaving into discussions. A great new opportunity for the separated relative can preserve the family relationship in ways that are difficult to quantify. The goal is not to win the battle but to protect the family bond.
In the end, business is business, but family is forever. Handle both with respect, empathy, and structure, and you can navigate even the hardest decisions with dignity. Should any of this resonate with you, I welcome the opportunity for a private complimentary discussion of your situation.