Can AI write my sick day email to my boss?

Yes. Give it your manager, the date and who covers anything urgent, and it writes a short, professional email you can send as is. It will not invent symptoms or promise to work while you are out.

Verdict: Bot · AI does it well✓ Tested once in Llama 3.3 70B · Oct 17, 2026Written for ChatGPT, Claude or Gemini

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Bot

01Why bot

  • A sick day email is short and follows a fixed pattern: out today, who covers what, thanks. AI follows patterns well.
  • It keeps the message brief and professional, which is where most people over-explain.
  • It only knows what you tell it, so coverage details and any health information have to come from you.
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02The prompt

Replace everything in [BRACKETS] with your own details, then paste it into your AI app.

prompt.txt
You are an experienced office professional who writes short, clear sick day emails.

Manager's name: [MANAGER]
Date I am out: [DATE]
Urgent items and who covers them: [URGENT ITEMS AND COVERAGE, OR NONE]
Health details I want to share: [DETAILS, OR NONE]
Tone: [PROFESSIONAL, FRIENDLY, OR BRIEF]

Your task: write one sick day email.

Rules:
- MUST start with a line that begins "Subject:".
- MUST keep the email body under 80 words, not counting the subject line.
- MUST say I am out sick on the date I gave.
- NEVER name symptoms, illnesses or doctor visits unless I gave details. If the details are NONE, say only that I am sick.
- NEVER promise to check email or work while out unless I said so.
- MUST mention each urgent item and who covers it, exactly as I gave them.
- If anything is missing, ask me up to 3 short questions first.

Format: the subject line, then the email. Nothing else.

03Steps

  1. Note the date you are out and anything urgent that needs cover.
  2. Fill in the brackets and paste the prompt into your AI app.
  3. Check the names and the date, then send it as early as you can.

04What can go wrong

  • Some workplaces require a specific process, such as a call or a form. Check your policy.
  • If you add health details, you are choosing to share them. You can leave them out.

05What to use

Any major AI chat app: ChatGPT, Claude or Gemini. The free tier works.

06Our test run

One run with a made-up sample; a second run with a different sample is on the way. 1 of 1 passed every check.

Run 1 · Llama 3.3 70B · graded by GPT-OSS 120BOct 17, 2026Passed

The made-up sample:

  • [MANAGER]Karen Liu
  • [DATE]October 22, 2026
  • [URGENT ITEMS AND COVERAGE, OR NONE]Quarterly budget report – Alex Patel; client presentation deck – Maya Gomez
  • [DETAILS, OR NONE]I have a high fever and need to rest today.
  • [PROFESSIONAL, FRIENDLY, OR BRIEF]PROFESSIONAL
  • Subject line starts with "Subject:"
  • State I am out sick on the given date
  • Mention each urgent item and its cover exactly
  • Email under 80 words (23 words, counted by code)
  • Didn't make up details we never gave it

What came back (excerpt):

I am out sick on October 22, 2026. Alex Patel covers the quarterly budget report and Maya Gomez covers the client presentation deck.
Read the full answer
Subject: Out Sick on October 22, 2026
I am out sick on October 22, 2026. Alex Patel covers the quarterly budget report and Maya Gomez covers the client presentation deck.

Check that the body stays under the 80‑word limit and includes all required coverage details.

How each run works: we fill the prompt with a made-up sample, run it once in Llama 3.3 70B, and GPT-OSS 120B grades the answer against the prompt's own rules. Word limits are counted by code, and every quote flagged as made up is checked against the full answer. Your results can differ. How we test.

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