Connect guide

Connect Outlook to Grok

Updated 29 October 2026

Yes — Grok can read, search and reply to your Outlook through Mailopoly. Connect Outlook to Mailopoly by signing in with Microsoft, add Mailopoly to Grok as a custom connector, sign in and ask. One connection covers Outlook and every other account you own. Personal accounts (Outlook.com, Hotmail, Live, MSN) and work or school accounts both connect the same way, with a Microsoft sign-in rather than a password.

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This guide also covers Hotmail, Live.com, MSN, Outlook.de / .fr and other country domains and Microsoft 365 work and school accounts — the steps are the same.

Before you start

A Mailopoly account — 7-day free trial, no credit card.
Personal accounts (Outlook.com, Hotmail, Live, MSN) and work or school accounts both connect the same way, with a Microsoft sign-in rather than a password.
Grok at grok.com or in the Grok apps. On Grok Business or Enterprise, an admin adds the connector for the team first.

Connect Outlook to Grok in three steps

1 Connect Outlook to Mailopoly

Start a Mailopoly account at mailopoly.com/sign-up — 7-day free trial, no credit card.
Choose Sign in with Microsoft and pick the Outlook, Hotmail, Live or Microsoft 365 account you want to connect.
Grant the mail permissions Microsoft asks for.
Mailopoly starts syncing straight away. Cleanbox sorts the inbox as it arrives, so your assistant sees it organised from the first question.

2 Add Mailopoly to Grok

This part is the same whatever you connected in step 1.

Add Mailopoly to Grok

These steps are taken from public documentation, and we haven't yet checked each one in Grok ourselves. If a label doesn't match what you see, Grok's own help page, linked below, has the current wording.

Go to grok.com/connectors.
Choose New Connector, then Custom, and enter https://fastapi.prod.aws.mailopoly.com/mcp-server/ as the MCP server URL. If it asks for a name, use Mailopoly.
Sign in with your Mailopoly account when prompted, then choose what Grok is allowed to do. Reading, making changes and sending are separate permissions.
Back in a chat, ask.

Grok takes Mailopoly as a custom connector, so the only thing to paste is one address. On Grok Business and Enterprise, an admin adds the connector for the team first in the xAI console. This is Grok's chat at grok.com and in the Grok apps; a Grok Bot has its own guide.

Connectors in Grok — xAI docs ↗

3 Ask about your Outlook

Whatever you've connected to Mailopoly is what your assistant can reach. Some things people ask on day one:

Summarise what came into my Outlook Cleanbox today.
Find the meeting invite from Priya in my Hotmail and add it to My Day.
Draft a reply to the last email from HR from my work Outlook address.

What Grok can do with Outlook through Mailopoly

Search Outlook — and every other account you own — in one question. By sender, date, topic, or the half-remembered phrase somewhere in the body.
Read your Cleanbox, not your whole inbox. Mailopoly sorts Outlook as it arrives: personal and important mail in Cleanbox, promotions and newsletters in Other. Ask for either.
Summarise a thread, a day or a week. "What did the school send this week?" comes back as an answer, not a list of links.
Reply from your Outlook address, in your voice. Save a draft to Mailopoly for review, or send — sending is a separate permission and a confirm-first action.
Schedule a send for later, and cancel it if you change your mind.
Pull out invoices, events and deliveries. Amounts and due dates, calendar invitations, parcel tracking — extracted on arrival and added to My Day.
Find an attachment. Every attachment from Outlook lands in PolyBox, so "find the PDF the accountant sent" just works.
Unsubscribe, snooze, file and mark read from the chat, on whichever account the mail belongs to.

Reading, making changes and sending are separate permissions you grant when you connect, and you can revoke Grok at any time from Settings → Security in the Mailopoly app. More on the security page.

What goes wrong with Outlook, and the fix

Work or school accounts: if your tenant requires admin consent for third-party apps, your IT admin needs to approve Mailopoly before the sign-in completes.
More than one Microsoft account: connect each one separately — Mailopoly searches them together, and your assistant can reply from whichever address the thread belongs to.
No Custom option under New Connector: on Grok Business and Enterprise, connectors are managed by an admin in the xAI console — ask them to add Mailopoly for the team.
Setting up a Grok Bot instead? This guide is for Grok's chat at grok.com and in the Grok apps. A Grok Bot has its own guide: Connect Grok Bot to your email.

Using Claude or ChatGPT instead? Connect Outlook to Claude and ChatGPT.

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7-day free trial, no credit card. Connect Outlook in about a minute.