
EntreLeadership The 3 Mistakes People Make in Hard Conversations (and How to Avoid Them)
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Feb 2, 2026 Brendan Wojcicow, a board member and leadership expert who builds tools for dignity-focused accountability. He shares why leaders avoid hard talks, the power of a written plan or script, and simple ways to open and keep conversations short and respectful. Listens cover distinguishing hurt from harm and how preparation preserves trust and solves problems.
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Firing Led To An Unexpected Calm Response
- Brendan recounts seeing a calm, gracious text from the spouse of someone he had fired and being surprised by how well the interaction went.
- That moment prompted him to study why most difficult conversations fail and what made this one succeed.
Hard Conversations Are Unmodeled Skills
- Brendan realized difficult conversations are hard because the skill is rarely modeled for people.
- He concluded that lack of examples, not complexity, makes these conversations feel impossible.
Always Bring A Written Plan
- Do prepare a written plan or script before a difficult conversation so you don't wing it.
- Use the script as a literal read if you're nervous, or as a guide if you have experience.



