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The Difficult Conversation: PREPARE + PRACTICE (Option to Add Role Play)

A focused coaching session to examine the situation, understand what's making it difficult, and prepare for the conversation ahead. Option to add a discounted second session dedicated to role-playing the conversation: test different approaches, receive feedback, and prepare for potential reactions.

Caroline P.
By Caroline P.5.0· 9 reviewsFormer Tech VP & Navy Pilot | Developing Rockstar Leaders | Coached 60+

Have a conversation coming up that you're dreading, avoiding, or simply not sure how to handle? Whether you need to address an underperforming employee, deliver difficult feedback, push back on your manager, resolve tension with a colleague, or establish boundaries, this offering gives you dedicated time to prepare before you walk into the room. We'll work through the specific situation you're facing, examine the dynamics at play, and think critically about how you want to approach the conversation. I'll serve as a thought partner and sounding board, drawing on my experience leading teams and managing complex organizational relationships. Choose between two options: PREPARE — One 60-minute coaching session We'll examine what's happening, what makes the conversation difficult, and what you want to accomplish. Together, we'll explore different perspectives, identify assumptions worth questioning, and consider how to communicate your message effectively. PREPARE + PRACTICE — Two 60-minute coaching sessions Everything in Prepare, plus a second session dedicated to role-playing the conversation. You'll have the opportunity to practice what you want to say, test different approaches, navigate potential reactions, and receive direct feedback before having the actual conversation. This isn't a scripted approach to difficult conversations. The goal is to help you develop an approach that fits your circumstances, your leadership style, and the relationship involved. You'll leave better prepared to have a conversation that matters, whether it's one you've been putting off or one you can't afford to get wrong.

What's included

1h of coaching$279/hr · Live Sessions$279
Total$279

Meet your expert

Caroline P.

Caroline P.

Former Tech VP & Navy Pilot | Developing Rockstar Leaders | Coached 60+

5.09 reviews
1Followers

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