# Know which offered dates you can say yes to in one check

> It reads a year of offered dates from one email and flags every clash with your family calendar.

Connect Gmail and Google Calendar to ChatGPT, point it at an email full of dates, and get back which ones are free and which clash with family or work.

- Page: https://thesolocreators.com/prompts/offered-dates-vs-family-calendar/
- Category: Handle life admin fast
- Made for: Consultants, Coaches, Everyone
- Works in: ChatGPT, Gmail
- Time: About 5 minutes
- Effort: A few steps
- Note: Needs the Gmail and Google Calendar apps connected in ChatGPT. Workspace admins can limit Google access.
- Published: 2026-10-23

## Can ChatGPT check a list of dates against my calendar?

Yes. Connect Gmail and Google Calendar to ChatGPT, then ask it to read the email with the dates and check each one against your calendars. If the dates sit in an email, let it search Gmail for you. If they came another way, paste them in and it checks the calendar the same way. As of October 2026, workspace admins can limit which Google actions ChatGPT may use, so a work account may need approval first.

## The prompt

Fill in the parts in [square brackets], or leave them and the AI will ask you for them.

```text
Find the email from [SENDER OR SUBJECT, e.g. the events team about spring dates] in my Gmail. List every date or date range it offers. Then check each one against my Google Calendar, including [OTHER CALENDARS, e.g. our shared family calendar]. For each date, tell me: free, tight (something else that day but it could work), or clash, and name what it clashes with. Count travel time of [TRAVEL TIME, e.g. half a day each way] before and after any date that needs it. Show the result as a table with columns Date, What's already on, and Verdict. Then draft a short, friendly reply to the sender accepting the free dates and politely passing on the clashes. Don't send anything or change my calendar.
```

## Step by step

1. Connect Gmail and Google Calendar in ChatGPT's apps settings.
2. Find the email with the dates, or describe it so ChatGPT can search for it.
3. Paste the prompt with the email and calendars filled in.
4. Reply to the sender with the dates marked free.

## What you'll get

A table of every offered date marked free, tight or clash, plus a ready reply you can send yourself.

## Good to know

**Can ChatGPT check a list of dates against my calendar?** Yes. Connect Gmail and Google Calendar to ChatGPT, then ask it to read the email with the dates and check each one against your calendars. If the dates sit in an email, let it search Gmail for you. If they came another way, paste them in and it checks the calendar the same way. As of October 2026, workspace admins can limit which Google actions ChatGPT may use, so a work account may need approval first.

**Which AI tools does this work in?** It works in ChatGPT and Gmail. On this page, ChatGPT opens with your prompt already typed in. Needs the Gmail and Google Calendar apps connected in ChatGPT. Workspace admins can limit Google access.

**How long does it take?** About 5 minutes. It's rated "A few steps". There are 4 steps, listed above.

**What do I need before I start?** Just your details for 3 blanks: sender or subject, other calendars and travel time. You can skip any, and your AI will ask for them.

**What will I get back?** A table of every offered date marked free, tight or clash, plus a ready reply you can send yourself.

Idea spotted on Reddit, shared by u/purplepatch: https://www.reddit.com/r/ChatGPT/comments/1xbg3yq/comment/19rf8pjh91nwl/. The prompt is The Solo Creators' own version.

## Go further

Ready-made skills in the Solo Creators AI Studio (https://thesolocreators.com/studio/) that fit this: TLDR (Your AI stops writing walls of text: every reply leads with the next action, numbered and skimmable); Second Brain (Give your AI a memory it reads across every project, so it finally knows your business).

From AI Use Cases and Prompts by The Solo Creators: https://thesolocreators.com/prompts/. Free to use; please link back to the page when you share it.