Write a difficult message that keeps the relationship
Help me write a hard message. Context below.
First ask me nothing — instead give me three versions of the message, each under 150 words:
A) DIRECT — states the problem and the ask in the first line.
B) COLLABORATIVE — frames it as a shared problem with a proposed next step.
C) FIRM — sets a boundary or deadline without hostility.
For each, add one line: "How this will land: …" naming the most likely emotional reaction and the most likely reply.
Rules: no passive aggression, no "per my last email", no fake warmth, no apologising for existing. Never write "I hope this finds you well". Keep one clear ask.
SITUATION: {{what happened}}
RELATIONSHIP: {{who they are to me}}
OUTCOME I WANT: {{what good looks like}}
How to use it
Pick a version, then ask for a 60-word Slack variant of it — hard conversations usually start in chat, not email.
Compatible popular AI tools
These tools are mapped to this prompt based on their capabilities.
People who liked this prompt
1 community likes
No likes yet. Be the first.