- March 19, 2026
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When you read the title of this article, it’s likely that a specific instance of having a difficult conversation popped into your mind. Just about everyone, at some point in time, has had to have a difficult conversation with someone in their life. It’s part of the human experience — and can be one of the hardest parts. In business, it’s no different. Every leader faces the reality of difficult conversations, and just like in regular life, it’s not something that most leaders look forward to. In fact, they often put those conversations off — especially in family businesses, to the detriment of the family and the business.