Delivering bad news to stakeholders
Tell stakeholders about a delay or overrun early, clearly, with options.
Last tested 2026-10-19 Its example inputs were run through Claude Haiku 5.5, and an AI judge (Jev) scored the reply 77/100 for following the rules and doing the task.
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Example output
I wrote this by hand on 2026-10-19 from the made-up inputs below, to show what a good result looks like. Your results will vary, so read every draft before you use it.
Example inputs
- What happened: CMS vendor delayed their migration tool release
- Impact (dates, cost, scope): Launch moves from Dec 15 to Jan 12 unless we change approach
- Options you see: A) wait for tool, launch Jan 12; B) migrate top 15 pages by hand, launch Dec 15 with rest in Jan; costs 40 extra hours
Subject: Relaunch date at risk: decision needed by Oct 28
Our Dec 15 launch is at risk. The CMS vendor delayed their migration tool, and if we wait for it, launch moves to Jan 12.
Options
A) Wait for the tool. Launch Jan 12. No extra work, but we miss the date.
B) Move the top 15 pages by hand and launch Dec 15, then move the rest in January. This costs about 40 extra hours.
I recommend B. The top 15 pages get most of our traffic, and we keep the date.
I need a decision by Oct 28 to keep option B open.AI drafts can be wrong. Check every fact, name, and number before you send anything. Free: build prompts with no limit and 5 AI runs a day. A paid plan: 100 runs a day, 1,000 checks a day, batch runs for 50 contacts.
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