Can AI find a time that works for a whole group?

Yes. Give it everyone's availability and it finds the times when all of you are free, plus backup times with who'd miss out.

Verdict: Bot · AI does it well✓ Tested 2 times in Llama 3.3 70B · Oct 28, 2026Written for ChatGPT, Claude or Gemini

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Bot

01Why bot

  • Finding overlaps is simple logic.
  • It saves the endless group-chat back-and-forth.
  • It only uses the availability you give it.
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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 a scheduling assistant.

People and when they're free: [NAME: DAYS AND TIMES]
How long we need: [HOURS]
Meet by: [DATE]

Your task: find the best times.

Rules:
- MUST list times when everyone is free, then times when all but one can come.
- MUST name who's missing for each backup option.
- NEVER guess anyone's availability.

Give me: the top 3 options and a group message offering them.

03Steps

  1. Ask everyone for their free times.
  2. Paste them into the prompt.
  3. Send the group message and lock it in.

04What can go wrong

  • Watch time zones for remote groups.
  • People's plans change; confirm a day before.

05What to use

Any major AI chat app.

06Our test runs

2 runs, each with a different made-up sample. 0 of 2 passed every check.

Run 1 · Llama 3.3 70B · graded by GPT-OSS 120BOct 5, 2026Failed

The made-up sample:

  • [NAME: DAYS AND TIMES]Alex Rivera: Mon 9:00-12:00, 14:00-17:00; Tue 10:00-12:00; Thu 13:00-16:00. Jordan Lee: Mon 10:00-13:00; Wed 9:00-12:00, 14:00-17:00; Fri 11:00-15:00. Sam Patel: Tue 9:00-11:00, 13:00-16:00; Wed 10:00-12:00; Thu 9:00-12:00; Fri 14:00-18:00. Taylor Brooks: Mon 11:00-15:00; Tue 14:00-17:00; Wed 13:00-16:00; Thu 10:00-13:00. Morgan Chen: Mon 9:00-11:00; Wed 9:00-12:00; Thu 14:00-17:00; Fri 10:00-13:00.
  • [HOURS]2 hours
  • [DATE]by October 20, 2026
  • List times when everyone is free
  • List times when all but one can come
  • Name who's missing for each backup option
  • Provide a group message offering the top 3 options
  • Made up details we never gave it

Details it made up: “Monday, October 18, 2026, 11:00-13:00”, “Wednesday, October 20, 2026, 10:00-12:00”, “Thursday, October 14, 2026, 10:00-12:00”

What came back (excerpt):

1. **Monday, October 18, 2026, 11:00-13:00**: Everyone is available.
Read the full answer
After analyzing the schedules, I found the following options:

**Top 3 Options:**

1. **Monday, October 18, 2026, 11:00-13:00**: Everyone is available.
2. **Wednesday, October 20, 2026, 10:00-12:00**: Everyone is available.
3. **Thursday, October 14, 2026, 10:00-12:00**: Alex Rivera is missing.

Here's a group message offering these options:

"Hey team, I've found some time slots that work for our meeting. Here are the top 3 options:

1. Monday, October 18, 2026, 11:00-13:00
2. Wednesday, October 20, 2026, 10:00-12:00
3. Thursday, October 14, 2026, 10:00-12:00 (note: Alex Rivera won't be able to make it to this one)

Let me know which one works best for you, or if you need more options!"

The suggested time slots do not actually match the given availabilities.

Run 2 · Llama 3.3 70B · graded by GPT-OSS 120BOct 28, 2026Passed with a catch

The made-up sample (a messier one):

  • [NAME: DAYS AND TIMES]Alice: Mon 9-12, Wed 14-18; Bob: Tue 10-13, Thu 9-11, Fri 15-17; Carol: Mon 13-16 (maybe), Thu 10-12; Dave: evenings any day, usually 18-20; Eva: Wed 9-12, Fri 13-16; Frank: Tue 14-17, Thu 13-15; Grace: Thu 9-12, Fri 10-13
  • [HOURS]2.5 hours
  • [DATE]by Friday, October 31, 2026
  • Must list times when everyone is free
  • Must list times when all but one can come
  • Must name who's missing for each backup option
  • Never guess anyone's availability
  • Didn't make up details we never gave it

What came back (excerpt):

After analyzing the schedules, I found the following options: **Top 3 Options:** 1.
Read the full answer
After analyzing the schedules, I found the following options:

**Top 3 Options:**

1. **No common time slot is available when everyone is free.**
2. **Times when all but one can come:**
	* Wed 14-16.5: Alice, Bob, Eva, and Frank are free. (Dave is missing, as he is only available in the evenings, and Carol is not confirmed for this time slot)
	* Thu 10-12.5: Bob, Carol, Frank, and Grace are free. (Alice is missing, and Dave is only available in the evenings, and Eva is not available at this time)
3. **Another time when all but one can come:**
	* Fri 10-12.5: Bob, Eva, Frank, and Grace are free. (Alice is missing, and Dave is only available in the evenings, and Carol is not available at this time)

Here's a group message offering these options:

"Hello everyone, I've analyzed our schedules to find a time that works for us to meet by Friday, October 31, 2026. Unfortunately, there is no common time slot when everyone is free. However, I found a few backup options when all but one person can come: 
- Wed 14-16.5 (Dave and Carol are not available)
- Thu 10-12.5 (Alice and Dave are not available)
- Fri 10-12.5 (Alice and Dave are not available)
Let me know which one works best for you, or if you'd like me to explore more options."

Check that each backup option excludes only one participant.

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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