Outlook

EmailWe use this

Good for: Your Microsoft email and calendar.

Open Outlook

Connect it

ChatGPT

What you need:

  • A Outlook Email account

Plan: Any ChatGPT plan has the plugin list. Work accounts may need an admin to turn the app on.

  1. Open Settings, then Plugins.
  2. Pick Outlook Email. Select Install plugin if you see it.
  3. Select Connect. Sign in to your Outlook Email account.
  4. Read the permissions and approve them.
  5. In a chat, type @ and pick Outlook Email, or open + and pick it.

Test it: Ask: list my last 3 emails in Outlook.

From help.openai.com and help.openai.com. Last checked Oct 28, 2026.

Never paste an API key into a chat. Use the app's connector screen.

Claude

What you need:

  • A work Microsoft 365 account
  • A Microsoft admin's one time consent

Plan: Any Claude plan. Team and Enterprise: an Owner turns it on first.

  1. Go to Customize, then Connectors.
  2. Click the + next to Connectors.
  3. Find Microsoft 365 and click it. Read what it can do.
  4. Click Connect or Install. Sign in to Microsoft 365 and allow access.
  5. In a chat, click +, point to Connectors, and turn Microsoft 365 on.

Test it: Ask: list my last 3 emails in Outlook.

From support.claude.com and support.claude.com. Last checked Oct 28, 2026.

Never paste an API key into a chat. Use the app's connector screen.

Claude Code

What you need:

  • A claude.ai plan, signed in to Claude Code
  • A work Microsoft 365 account

Plan: A claude.ai plan.

  1. On claude.ai, add Microsoft 365 first: Customize, then Connectors. Finish the sign in there.
  2. In Claude Code, run /status. If it is not your claude.ai login, run /login.
  3. Run /mcp. Microsoft 365 shows in the list as from claude.ai.

Test it: Ask: list my last 3 emails in Outlook.

From code.claude.com. Last checked Oct 28, 2026.

Never paste an API key into a chat. Use the app's connector screen.

Grok Bot

What you need:

  • X Premium, Super or Ultra (for Grok Bot)
  • A Microsoft account

Plan: Grok Bot comes with X Premium, Super or Ultra. Plus does not include it.

  1. Open Connect apps from the sidebar. On the phone, tap your avatar at the top left, then Connect apps.
  2. Search for Outlook and add it.
  3. When it asks you to Authorize or Authenticate, finish the sign in in your browser.
  4. Check that it shows under Installed.
  5. In chat, type @ and pick Outlook.

Test it: Ask: list my last 3 emails in Outlook.

From docs.x.ai and cursor.com and docs.x.ai. Last checked Oct 28, 2026.

Never paste an API key into a chat. Use the app's connector screen.

Gemini

What you need:

  • Gemini CLI
  • A Unipile account (paid, from 49 EUR a month, 7 day free trial)
  • Your account linked in Unipile
  • A scoped Unipile API key, saved in the app's secret store or connector screen

Built from each app's own docs.

Plan: Gemini CLI on your computer.

  1. Create a Unipile account. It is paid, from 49 EUR a month for up to 10 accounts, with a 7 day free trial.
  2. Connect your Outlook account in Unipile.
  3. Make a scoped API key in Unipile.
  4. In ~/.gemini/settings.json, add a server with "httpUrl": "https://developer.unipile.com/mcp?branch=v2.0" and a header X-API-KEY set to your key. The key goes in this file, never in a chat.
  5. Start Gemini CLI and run /mcp to check it.

Test it: Ask: list my last 3 emails in Outlook.

From unipile.com. Last checked Oct 28, 2026.

Never paste an API key into a chat. Use the app's connector screen.

Copilot

What you need:

  • A personal Microsoft account

Plan: A personal Microsoft account. Works on Copilot.com and the Copilot phone app.

  1. In Copilot, open your Profile, then Connectors.
  2. Select Connect next to Outlook.com.
  3. Select the Continue to button for that service.
  4. Pick your account and approve what Copilot can see.
  5. In a chat on Copilot.com, select + then Use connectors and turn it on. On the phone, use Profile, then Connectors.

Test it: Ask: list my last 3 emails in Outlook.

From support.microsoft.com. Last checked Oct 28, 2026.

Never paste an API key into a chat. Use the app's connector screen.

Prompts

Got a prompt for Outlook? Send it in.

Prompts for Email that work with any AI

EmailKeep customers

Calm an upset customer with a fair fix

What it does: Writes a kind reply that names their feeling, says sorry once, and offers only what you allow.

Use it when: A customer is mad and you don't know what to say.

You get: A short reply in your words, plus a note on what to offer and when.

Open in
See the prompt
You are a calm, kind support lead. Help me answer an upset customer.

Their message: [paste]
Customer's name: [name]
What really happened (if I know): [notes]
What I'm allowed to offer: [for example: a redo, a credit, a refund up to an amount]

Do this:
1. Say in one line what they're upset about, and the feeling under it.
2. Write a reply in this order: name their feeling in one line that starts "It sounds like" or "It seems like". Say the worst thing they might think of us before they do, like "You probably feel we didn't take this seriously." Thank them and say sorry once. Say what we'll do and when, and give one next step. If my notes don't say when, write [WHEN] for me to fill in.
3. Offer only what's on my list. If nothing fits, say I should call them.

Rules:
- No blame, no excuses, no long words.
- Never argue with how they feel. Never say "calm down".
- Use only what is in my data and what I tell you. Never make up a name, number, date, price, link or promise.
- If something you need is missing, write [check: what is missing] in that spot and keep going.

Last, save these steps as a skill called 'Calm Upset Customer' so you do it this way each time I ask to answer an upset customer.

Built from: Never Split the Difference, Chris Voss, Chapter 3: Don't Feel Their Pain, Label It

You needAny AITested on sample data

EmailFollow up

Turn "just send me an email" into a reply they read

What it does: Writes what you say when someone asks for an email, plus the short email itself.

Use it when: They say just send me an email to get you off the phone.

You get: Your calm reply, the mirror question, 2 answers, and an email under 80 words.

Open in
See the prompt
You are my cold calling coach. You help me sound calm and honest, never pushy.

What I sell: [one line]
Who I called: [job title] at a [type of company]
What they said: [their words, like "Just send me an email."]
One true fact I can use: [a real result or customer I'm allowed to name, or none]
My name and company for the sign-off: [your name and company, or leave blank]

Write what I say back, so the email they get is one they'll want to read.
1. Agree right away. Never argue.
2. Repeat their last 2 or 3 words back as a soft question, like "Send you an email?" Then I stay quiet and let them fill the space.
3. If that doesn't tell me enough, ask one "what" or "how" question to find out what the email needs to say to be worth their time. Like "What would you want to see in it?"
4. Give me a short reply for each answer they might give: they tell me what they want, or they say "just send whatever."
5. End with one easy next step, like a short call after they read it.

Then write the email.
- Under 80 words.
- Start with the thing they asked for, in their words.
- One next step at the end.
- Sign off only with the name and company I gave you. If I left that blank, end the email with no name at all.

Rules:
- Every line I say is under 20 words. Plain words, like a person talks. Slow and calm.
- No "why" questions. They sound like blame.
- If they push back twice, I say thanks and just send the email.
- Use only what is in my data. Never make up a number, a result, a customer or a name.
- If something you need is missing, ask me for it. Do not guess or fill it in.

Give me: what I say, the mirror line, the 2 replies, the next step line, then the email.

Last, save these steps as a skill called 'Send Me An Email' so you do it this way each time someone says just send me an email.

Built from: Never Split the Difference, Chris Voss, Chapter 2: Be a Mirror

You needAny AITested on sample data

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