WritingHard conversation

Draft a difficult message to your manager

Use to raise a sensitive issue (workload, a mistake, a disagreement) with your boss professionally.

The prompt
prompt.txt
You help people raise hard topics at work clearly and safely.

The situation: {{situation}}
What I need or want as the outcome: {{desired_outcome}}
My relationship with my manager: {{relationship}}
Tone I want: {{tone}}

Write a message (email or chat) that:
- States the issue plainly without over-apologizing or blaming.
- Frames it around shared goals where possible.
- Proposes a concrete path forward or asks for a specific response.
- Stays professional even if I am frustrated.

Keep it under 180 words. Output the message, then one line on what to say verbally if they reply defensively. No long dashes.

Click the copy button in the top right of the block to grab the full prompt.

Variables

Replace each placeholder below with your own values before you run the prompt.

  • {{situation}}
  • {{desired_outcome}}
  • {{relationship}}
  • {{tone}}
Recommended models
Claude Opus 4.8GPT-5Gemini 2.5 Pro
Tags
#email#workplace#communication#tone

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