Prep for a difficult employee conversation
Plan what to say in a hard talk (attendance, conduct, performance) and how to document it.
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
- The issue, with dates and facts: Late 6 times in the last 4 weeks (Oct 1, 5, 9, 14, 20, 26), 15-40 min each. Shift starts 8am.
- What you need to happen: On time starting next week, understand if something is going on
- Previous conversations: Verbal mention Oct 10.
Opening
"I want to talk about start times. You've been late six times in the last four weeks, and we talked about it briefly on October 10."
Facts to cover
Late on Oct 1, 5, 9, 14, 20, and 26, by 15 to 40 minutes each time. The shift starts at 8.
Questions
1. What's been getting in the way in the mornings?
2. Is anything going on that I should know about?
3. What would help you be here at 8?
Reactions
"Other people are late too." -> "I'm talking with you about your start time today."
Gets upset -> "I can see this is hard to hear. I want to fix it together."
Mentions a health or family issue -> Pause, and bring in HR to talk through options.
Expectations
Starting Monday, be here at 8. We'll check in again in two weeks.
Documentation
Date: ___ Present: ___
Discussed: late arrivals on [dates]. Employee said: ___. Expectation: on time at 8, starting [date]. Follow-up: [date].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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