Help me have a hard conversation at work

Prepare for the conversation you've been avoiding

Who do you need to talk to? (e.g., my boss, a coworker)

What is the conversation about?

Describe the current situation

What is the most important thing they need to understand?

How do you worry they might react?

This is the prompt Claude will receive

I need to talk to [PERSON] about [ISSUE]. The current situation is [SITUATION] and what I need them to understand is [CORE_MESSAGE]. I'm worried they'll react by [FEARED_REACTION]. Help me plan this conversation: what to say, how to open it, how to handle pushback, and how to end it constructively.